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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:21:16 UTC

Update Date

2023-02-21 17:27:12 UTC

HMDB ID

HMDB0039816

Secondary Accession Numbers

HMDB39816

Metabolite Identification

Common Name

2-Hexylfuran

Description

2-Hexylfuran belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 2-Hexylfuran has been detected, but not quantified in, a few different foods, such as fats and oils, herbs and spices, and nuts. This could make 2-hexylfuran a potential biomarker for the consumption of these foods. 2-Hexylfuran is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 2-Hexylfuran.

Structure

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

COMPND    HMDB0039816
HETATM    1  C1  UNL     1      -3.368   0.260  -1.320  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.882  -0.963  -0.589  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.975  -0.621   0.566  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.740   0.138   0.082  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.165   0.479   1.244  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.402   1.203   0.888  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.354   0.504   0.028  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.409  -0.767  -0.448  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.527  -0.919  -1.231  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.136   0.316  -1.200  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.423   1.118  -0.457  1.00  0.00           O  
HETATM   12  H1  UNL     1      -3.410   1.149  -0.668  1.00  0.00           H  
HETATM   13  H2  UNL     1      -4.415   0.103  -1.687  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.768   0.446  -2.242  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.364  -1.645  -1.282  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.776  -1.492  -0.204  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.602  -1.568   1.005  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.508  -0.072   1.340  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.195  -0.364  -0.700  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.174   1.088  -0.359  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.464   1.079   1.953  1.00  0.00           H  
HETATM   22  H11 UNL     1       0.431  -0.428   1.831  1.00  0.00           H  
HETATM   23  H12 UNL     1       1.199   2.204   0.407  1.00  0.00           H  
HETATM   24  H13 UNL     1       1.922   1.488   1.849  1.00  0.00           H  
HETATM   25  H14 UNL     1       1.718  -1.558  -0.257  1.00  0.00           H  
HETATM   26  H15 UNL     1       3.888  -1.772  -1.763  1.00  0.00           H  
HETATM   27  H16 UNL     1       5.067   0.593  -1.712  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4   17   18
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8    8   11
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hexyl furan	ChEBI
2-Hexyl-furan	ChEBI
2-N-Hexylfuran	ChEBI

Chemical Formula

C₁₀H₁₆O

Average Molecular Weight

152.2334

Monoisotopic Molecular Weight

152.120115134

IUPAC Name

2-hexylfuran

Traditional Name

2-hexylfuran

CAS Registry Number

3777-70-6

SMILES

CCCCCCC1=CC=CO1

InChI Identifier

InChI=1S/C10H16O/c1-2-3-4-5-7-10-8-6-9-11-10/h6,8-9H,2-5,7H2,1H3

InChI Key

XBLCAKKYMZVLPU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Heteroaromatic compounds

Sub Class

Not Available

Direct Parent

Heteroaromatic compounds

Alternative Parents

Substituents

Heteroaromatic compound
Furan
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039816)
Cell membrane (HMDB: HMDB0039816)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039816)

Source

Exogenous

Exogenous (HMDB: HMDB0039816)

Food

Food (HMDB: HMDB0039816)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Nut

Nuts (FooDB: FOOD00869)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0039816)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039816)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	191.00 to 192.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	13.87 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.338 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	4.61	ALOGPS
logP	3.61	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	13.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	46.65 m³·mol⁻¹	ChemAxon
Polarizability	19.07 Å³	ChemAxon
Number of Rings	1	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]+	134.819	31661259
DarkChem	[M-H]-	131.899	31661259
DeepCCS	[M+H]+	143.336	30932474
DeepCCS	[M-H]-	140.863	30932474
DeepCCS	[M-2H]-	177.579	30932474
DeepCCS	[M+Na]+	152.571	30932474
AllCCS	[M+H]+	135.0	32859911
AllCCS	[M+H-H2O]+	130.5	32859911
AllCCS	[M+NH4]+	139.1	32859911
AllCCS	[M+Na]+	140.3	32859911
AllCCS	[M-H]-	140.4	32859911
AllCCS	[M+Na-2H]-	141.8	32859911
AllCCS	[M+HCOO]-	143.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.63 minutes	32390414
Predicted by Siyang on May 30, 2022	18.3818 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.78 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2044.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	673.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	254.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	452.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	740.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	825.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	317.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1632.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	534.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1604.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	579.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	483.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	621.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	587.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	16.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hexylfuran	CCCCCCC1=CC=CO1	1326.3	Standard polar	33892256
2-Hexylfuran	CCCCCCC1=CC=CO1	1096.9	Standard non polar	33892256
2-Hexylfuran	CCCCCCC1=CC=CO1	1087.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Hexylfuran EI-B (Non-derivatized)	splash10-001i-9200000000-7b32573e41eb57b2e056	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Hexylfuran EI-B (Non-derivatized)	splash10-001i-9200000000-7b32573e41eb57b2e056	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hexylfuran GC-MS (Non-derivatized) - 70eV, Positive	splash10-0563-9200000000-eccc41465b5872c2b6e2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hexylfuran GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hexylfuran 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 - 2-Hexylfuran 10V, Positive-QTOF	splash10-0udi-1900000000-be3cf672d7f2b3e679c5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 20V, Positive-QTOF	splash10-0uk9-9700000000-4ead0c16d700a03eb92c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 40V, Positive-QTOF	splash10-0006-9000000000-f0da40ed318daa87000b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 10V, Negative-QTOF	splash10-0udi-0900000000-554be19a7f5ffe1fb732	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 20V, Negative-QTOF	splash10-0udi-2900000000-dc504031a6228b725b84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 40V, Negative-QTOF	splash10-0gka-9400000000-80d42af5470e1bb5c21d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 10V, Negative-QTOF	splash10-0udi-0900000000-c373c9eea3cebf186f53	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 20V, Negative-QTOF	splash10-0udi-3900000000-d76026592b1fb9237a59	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 40V, Negative-QTOF	splash10-0159-9000000000-8d1cec9fe56d1eb24520	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 10V, Positive-QTOF	splash10-052f-9200000000-8a05ab9b6ab7fc6ad26f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 20V, Positive-QTOF	splash10-0a5c-9000000000-1df007146ea15da1ec97	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hexylfuran 40V, Positive-QTOF	splash10-0536-9000000000-85bce092ae7b1c17f9e8	2021-09-22	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]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	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

FDB019467

KNApSAcK ID

Not Available

Chemspider ID

69820

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

77408

PDB ID

Not Available

ChEBI ID

171966

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1446761

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 2-Hexylfuran (HMDB0039816)

MOL for HMDB0039816 (2-Hexylfuran)

3D MOL for HMDB0039816 (2-Hexylfuran)

3D SDF for HMDB0039816 (2-Hexylfuran)

3D-SDF for HMDB0039816 (2-Hexylfuran)

PDB for HMDB0039816 (2-Hexylfuran)

3D PDB for HMDB0039816 (2-Hexylfuran)

SMILES for HMDB0039816 (2-Hexylfuran)

INCHI for HMDB0039816 (2-Hexylfuran)

Structure for HMDB0039816 (2-Hexylfuran)

3D Structure for HMDB0039816 (2-Hexylfuran)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra