MiMeDB: Showing metabocard for 2-ethylhexanal (MMDBc0054166)

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:56:47 UTC

Update Date

2025-10-07 16:04:11 UTC

Metabolite ID

MMDBc0054166

Metabolite Identification

Common Name

2-ethylhexanal

Description

2-ethylhexanal is a linear aliphatic aldehyde belonging to the class of volatile organic compounds (VOCs). Its chemical structure features a six-carbon chain with an ethyl group at the second carbon and an aldehyde functional group at one end. This compound is involved in various metabolic pathways, notably in ruminant digestion, where it correlates with the concentrations of blood metabolites such as BHB, NEFA, glucose, and cholesterol, influenced by dietary components (PMID:39710268 ). Additionally, 2-ethylhexanal has been identified in the headspace of gastric juice samples from patients, suggesting its potential role as a biomarker in gastrointestinal conditions (PMID:38467063 ). Its oxidation can lead to the formation of 2-ethylhexanoic acid, a process that has been studied for its efficiency under mild conditions using N-hydroxyphthalimide as a catalyst (PMID:37687471 ). Furthermore, the solvent effects on the product distribution during the aerobic autoxidation of 2-ethylhexanal highlight its chemical reactivity and significance in synthetic applications (PMID:35402373 ). Overall, 2-ethylhexanal serves as a notable compound in both metabolic and synthetic chemistry contexts.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Ethylcaproaldehyde	ChEBI
2-Ethylhexaldehyde	ChEBI
2-Ethylhexan-1-al	ChEBI
2-Ethylhexylaldehyde	ChEBI
3-Formylheptane	ChEBI
alpha-Ethylcaproaldehyde	ChEBI
alpha-Ethylhexanal	ChEBI
beta-Propyl-alpha-ethylacrolein	ChEBI
Butyl ethyl acetaldehyde	ChEBI
Butylethylacetaldehyde	ChEBI
Ethylbutylacetaldehyde	ChEBI
a-Ethylcaproaldehyde	Generator
Α-ethylcaproaldehyde	Generator
a-Ethylhexanal	Generator
Α-ethylhexanal	Generator
b-Propyl-a-ethylacrolein	Generator
Β-propyl-α-ethylacrolein	Generator

Molecular Formula

C₈H₁₆O

Average Mass

128.215

Monoisotopic Mass

128.120115135

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C8H16O/c1-3-5-6-8(4-2)7-9/h7-8H,3-6H2,1-2H3

InChI Key

LGYNIFWIKSEESD-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	401.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	30.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	474.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	736.6
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	693.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	563.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1983.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-24	148.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	601.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	570.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	529.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	368.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	211.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	18.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	552.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	348.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	397.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1453.5
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1332.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2-ethylhexanal_TMS_1	CCCCC(=CO[Si](C)(C)C)CC	standard non polar	2025-10-24	1847.69
Gas Chromatography	2-ethylhexanal_TMS_1	CCCCC(=CO[Si](C)(C)C)CC	standard polar	2025-10-24	2359.52

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Actinobacteria	3	Cattle ; Human
Bacteria/Eubacteria	Proteobacteria	1	Human

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Water	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

87809

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 2-ethylhexanal (MMDBc0054166)

MOL for #<Metabolite:0x000056432181f2f8>

3D MOL for #<Metabolite:0x000056432181f2f8>

3D SDF for #<Metabolite:0x000056432181f2f8>

3D-SDF for #<Metabolite:0x000056432181f2f8>

PDB for #<Metabolite:0x000056432181f2f8>

3D PDB for #<Metabolite:0x000056432181f2f8>

SMILES for #<Metabolite:0x000056432181f2f8>

INCHI for #<Metabolite:0x000056432181f2f8>

Structure for #<Metabolite:0x000056432181f2f8>

3D Structure for #<Metabolite:0x000056432181f2f8>