MiMeDB: Showing metabocard for trans-2-Hexanol (MMDBc0033719)

Plant

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:00:20 UTC

Update Date

2024-10-15 21:29:29 UTC

Metabolite ID

MMDBc0033719

Metabolite Identification

Common Name

trans-2-Hexanol

Description

2-Hexanol, also known as hexan-2-ol, belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 2-Hexanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, 2-hexanol is considered to be a fatty alcohol lipid molecule. 2-Hexanol (or hexan-2-ol) is a six carbon alcohol in which the OH group is located on the second carbon atom. Its chemical formula is C6H14O or C6H13OH. 2-Hexanol is a chemical and winey tasting compound. 2-Hexanol is found, on average, in the highest concentration within safflowers. 2-Hexanol has also been detected, but not quantified, in several different foods, such as pepper (c. frutescens), tea, green bell peppers, corns, and orange bell peppers. This could make 2-hexanol a potential biomarker for the consumption of these foods. 2-Hexanol, with regard to humans, has been linked to the inborn metabolic disorder celiac disease. It is an isomer of the other hexanols. 2-Hexanol has a chiral center and can be resolved into enantiomers.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Methyl-1-pentanol	ChEBI
2-Hexanol	ChEBI
2-Hexyl alcohol	ChEBI
2-Hydroxyhexane	ChEBI
N-Butylmethylcarbinol	ChEBI
N-C4H9CH(OH)CH3	ChEBI
N-Hexan-2-ol	ChEBI
Sec-hexyl alcohol	ChEBI

Molecular Formula

C₆H₁₄O

Average Mass

102.1748

Monoisotopic Mass

102.10446507

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C6H14O/c1-3-4-5-6(2)7/h6-7H,3-5H2,1-2H3

InChI Key

QNVRIHYSUZMSGM-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	464.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	29.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	380.2
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	547.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	503.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	431.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1713.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-24	116.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	466.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	433.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	426.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	262.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	149.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	33.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	464.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	230.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	336.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1187.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1004.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	trans-2-Hexanol_TMS_1	CCCCC(C)O[Si](C)(C)C	standard non polar	2025-10-24	1900.98
Gas Chromatography	trans-2-Hexanol_TMS_1	CCCCC(C)O[Si](C)(C)C	standard polar	2025-10-24	1963.37

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

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

Microbial Sources

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

Exposure Sources

Food Exposures

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

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Saliva	Detected but not Quantified						Children (1-13 years old)	Both	Normal	HMDB	24657864

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

CPD-18993

BiGG ID

Not Available

Wikipedia Link

2-Hexanol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

88370

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Perbellini L, De Grandis D, Semenzato F, Rizzuto N, Simonati A: An experimental study on the neurotoxicity of n-hexane metabolites: hexanol-1 and hexanol-2. Toxicol Appl Pharmacol. 1978 Nov;46(2):421-7. doi: 10.1016/0041-008x(78)90087-x. [PubMed:734671 ]
Yoshida Y, Liu J, Sugiura T, Ishidao T, Ueno S, Yanagita H, Fueta Y, Kunugita N, Hori H, Yamashita U: The indoor air pollutant 2-ethyl-hexanol activates CD4 cells. Chem Biol Interact. 2009 Jan 27;177(2):137-41. doi: 10.1016/j.cbi.2008.10.053. Epub 2008 Nov 6. [PubMed:19038237 ]
Gallego-Iniesta Garcia MP, Moreno Sanroma A, Martin Porrero MP, Tapia Valle A, Cabanas Galan B, Salgado Munoz MS: Reactivity of 2-ethyl-1-hexanol in the atmosphere. Phys Chem Chem Phys. 2010 Apr 7;12(13):3294-300. doi: 10.1039/b923899a. Epub 2010 Feb 19. [PubMed:20237722 ]
McGinty D, Scognamiglio J, Letizia CS, Api AM: Fragrance material review on 2-ethyl-1-hexanol. Food Chem Toxicol. 2010 Jul;48 Suppl 4:S115-29. doi: 10.1016/j.fct.2010.05.042. [PubMed:20659633 ]
Wikipedia [Link]
Scott A. Stevenson, Wugeng Liang, 'INTEGRATED PLANT FOR PRODUCING 2-ETHYL-HEXANOL AND METHACRYLIC ACID.' U.S. Patent US20100260647, issued October 14, 2010. [Link]

Showing metabocard for trans-2-Hexanol (MMDBc0033719)

MOL for #<Metabolite:0x00007f2e51223158>

3D MOL for #<Metabolite:0x00007f2e51223158>

3D SDF for #<Metabolite:0x00007f2e51223158>

3D-SDF for #<Metabolite:0x00007f2e51223158>

PDB for #<Metabolite:0x00007f2e51223158>

3D PDB for #<Metabolite:0x00007f2e51223158>

SMILES for #<Metabolite:0x00007f2e51223158>

INCHI for #<Metabolite:0x00007f2e51223158>

Structure for #<Metabolite:0x00007f2e51223158>

3D Structure for #<Metabolite:0x00007f2e51223158>