AFCDB: Hexane (FDB000765)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:42 UTC

Update date

2020-09-17 15:36:20 UTC

Primary ID

FDB000765

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Hexane

Description

Hexane, also known as sextane, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2, and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Hexane exists as a clear, colorless liquid. It is a very hydrophobic molecule, practically insoluble in water. Industrially hexane is a significant constituent of gasoline. It is widely used as a cheap, relatively safe, largely unreactive, and easily evaporated non-polar solvent. Hexane (and its isomers) are used in the formulation of glues for shoes, leather products, and roofing. They are also used to extract cooking oils (such as canola oil or soy oil) from seeds, for cleansing and degreasing a variety of items, and in textile manufacturing. As a result, small amounts of hexane are present in a number of foods and cooking oils. Hexane also occurs naturally in certain plants. It is found, on average, in the highest concentration within kohlrabis stems, but it has also been detected in kiwi fruit, apricots, pomes, nuts, mushrooms, and corn. Hexane is not completely harmless. Exposure to high levels of hexane may damage the lungs and reproductive system. Inhalation of high concentrations of hexane produces first a state of mild euphoria, followed by somnolence with headaches and nausea. Hexane can cause degeneration of the peripheral nervous system (and eventually the central nervous system), starting with damage to the nerve axons. The initial reaction is oxidation of hexane by cytochrome P-450 isozymes to hexanols, predominantly 2-hexanol. 2,5-Hexanedione also reacts with lysine side-chain amino groups in axonal cytoskeletal proteins to form pyrroles. Continued exposure may lead to paralysis of the arms and legs.

CAS Number

110-54-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.033 g/L	ALOGPS
logP	4.02	ALOGPS
logP	3.13	ChemAxon
logS	-3.4	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	29.41 m³·mol⁻¹	ChemAxon
Polarizability	12.3 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

Chemical Formula

C6H14

IUPAC name

hexane

InChI Identifier

InChI=1S/C6H14/c1-3-5-6-4-2/h3-6H2,1-2H3

InChI Key

VLKZOEOYAKHREP-UHFFFAOYSA-N

Isomeric SMILES

CCCCCC

Average Molecular Weight

86.1754

Monoisotopic Molecular Weight

86.109550448

Classification

Description

Belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms.

Kingdom

Organic compounds

Super Class

Hydrocarbons

Class

Saturated hydrocarbons

Sub Class

Alkanes

Direct Parent

Alkanes

Alternative Parents

Not Available

Substituents

Acyclic alkane
Alkane
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alkane (CHEBI:29021 )
Hydrocarbons (C11271 )
Hydrocarbons (LMFA11000007 )
a small molecule (CPD-9288 )

Ontology

Physiological effect

Health effect:

Health condition:

Musculoskeletal and connective tissue disorders:

Muscle weakness

Gastrointestinal disorders:

Nausea

Ingestion

Source:

Environmental:

Sludge

Biological:

Biological location:

Subcellular:

Biofluid and excreta:

Role

Indirect biological role:

Neurotoxin

Environmental role:

Industrial application:

Food and nutrition

Pharmaceutical industry:

Household products:

Antimicrobial agent

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 83.63%; H 16.37%	DFC
Melting Point	Fp -93.5°	DFC
Boiling Point	Bp 68.95°	DFC
Experimental Water Solubility	0.0095 mg/mL at 25 oC	MCAULIFFE,C (1966)
Experimental logP	3.90	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d254 0.66	DFC
Refractive Index	n25D 1.3723	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-054o-9000000000-3f28cfcd32d6c9e1da29	2014-09-20	View Spectrum
GC-MS	Hexane, non-derivatized, GC-MS Spectrum	splash10-0a4l-9000000000-8ab77db137ff0d1e75f0	Spectrum
GC-MS	Hexane, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-d534432d96279fe04f73	Spectrum
GC-MS	Hexane, non-derivatized, GC-MS Spectrum	splash10-054o-9000000000-2c1489cf6d4c005a89ae	Spectrum
GC-MS	Hexane, non-derivatized, GC-MS Spectrum	splash10-000i-9000000000-82853202ddc92c8709ae	Spectrum
GC-MS	Hexane, non-derivatized, GC-MS Spectrum	splash10-0a4l-9000000000-8ab77db137ff0d1e75f0	Spectrum
GC-MS	Hexane, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-d534432d96279fe04f73	Spectrum
GC-MS	Hexane, non-derivatized, GC-MS Spectrum	splash10-054o-9000000000-2c1489cf6d4c005a89ae	Spectrum
GC-MS	Hexane, non-derivatized, GC-MS Spectrum	splash10-000i-9000000000-82853202ddc92c8709ae	Spectrum
Predicted GC-MS	Hexane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0573-9000000000-a5e2bfa74b29082bd5a9	Spectrum
Predicted GC-MS	Hexane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-318ef636384b005bc4be	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9000000000-78a07733b829adaafb09	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-0c842d507eb6ba1f9733	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-c44d91f3b273433a3944	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-72fa4d8dca736350f1a6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9000000000-05281e623da690ce94a4	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-f87d58adbe1279a987b2	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-435e3e4c3711a641d8c9	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-2787044af46be8aa53b1	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-2dd044301debb5ba5b0e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001r-9000000000-eb7db8b7a784233132cc	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05n0-9000000000-56d8224d6aac80494040	2021-09-24	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

29021

Phenol-Explorer ID

Not Available

DrugBank ID

DB02764

HMDB ID

HMDB29600

CRC / DFC (Dictionary of Food Compounds) ID

BGX17-T:BGX17-T

EAFUS ID

1624

Dr. Duke ID

HEXANE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

HEX

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

110-54-3

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Hexane

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
neurotoxic	50910	A poison that interferes with the functions of the nervous system.	CHEBI

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
alkane	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Hexane (FDB000765)

Structure for FDB000765 (Hexane)