Showing Compound 1-Hexanol (FDB008072)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:54 UTC

Update date

2018-05-29 18:27:04 UTC

Primary ID

FDB008072

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

1-Hexanol

Description

1-Hexanol is an organic alcohol with a six carbon chain and a condensed structural formula of CH3(CH2)5OH. This colorless liquid is slightly soluble in water, but miscible with ether and ethanol. Two additional straight chain isomers of 1-hexanol exist, 2-hexanol and 3-hexanol, both of which differ by the location of the hydroxyl group. Many isomeric alcohols have the formula C6H13OH. 1-hexanol is believed to be a component of the odour of freshly mowed grass. It is used in the perfume industry and as a flavouring agent. 1-Hexanol is found in many foods, some of which are lemon, tea, yellow bell pepper, and hyssop. 1-Hexanol is a common constituent of essential oils (e.g. orange peel oil).

CAS Number

111-27-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Hexyl alcohol	ChEBI
1-Hydroxyhexane	ChEBI
Caproic alcohol	ChEBI
Hexanol	ChEBI
N-Hexyl alcohol	ChEBI
Alcohol C-6	HMDB
Alcohol(C6)	HMDB
Amylcarbinol	HMDB
BHL	HMDB
C6 Alcohol	HMDB
Caproyl alcohol	HMDB
Cyclohexan-1-ol	HMDB
Cyclohexanol	HMDB
Epal 6	HMDB
Exxal 6	HMDB
Fatty alcohol(C6)	HMDB
HEX	HMDB
Hexahydrophenol	HMDB
Hexalin	HMDB
Hexan-1-ol	HMDB
Hexanol-(1)	HMDB
Hexanol-CMPD	HMDB
Hexyl alcohol	HMDB
Hexyl alcohol (natural)	HMDB
Hexyl alcohol, active	HMDB
N-Hexan-1-ol	HMDB
N-Hexanol	HMDB
N-Hexenol	HMDB
Pentylcarbinol	HMDB
1-Hexanol, aluminum salt	HMDB
1-Hexanol	MeSH
FEMA 2567	db_source
Hexanol-cmpd	HMDB
Hexyl alcohol, 8CI	db_source
n-Hexan-1-ol	biospider
n-Hexanol	biospider
N-hexyl alcohol	biospider

Predicted Properties

Property	Value	Source
Water Solubility	8.22 g/L	ALOGPS
logP	2.03	ALOGPS
logP	1.69	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	16.84	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	31.34 m³·mol⁻¹	ChemAxon
Polarizability	13.27 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C6H14O

IUPAC name

hexan-1-ol

InChI Identifier

InChI=1S/C6H14O/c1-2-3-4-5-6-7/h7H,2-6H2,1H3

InChI Key

ZSIAUFGUXNUGDI-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCO

Average Molecular Weight

102.1748

Monoisotopic Molecular Weight

102.10446507

Classification

Description

belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

primary alcohol (CHEBI:87393 )
Fatty alcohols (LMFA05000117 )
a small molecule (HEXANOL-CMPD )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 70.53%; H 13.81%; O 15.66%	DFC
Melting Point	Fp -46.7°	DFC
Boiling Point	Bp 157°	DFC
Experimental Water Solubility	5.9 mg/mL at 25 oC	YALKOWSKY,SH & HE,Y (2003)
Experimental logP	2.03	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	d2020 0.82	DFC
Refractive Index	n20D 1.4133	DFC

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-029ae838da9e13a0e457	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-35926852ac4ed3ed0959	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-612a7e611628b904745f	View in MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-000i-9000000000-48f5c5da7cd09948311e	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-df7ed15b6c10248ee93a	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-65cf94afbc05ce616b62	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-f121c161f3815adad6e6	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9000000000-003fe1ca0e7fdfcbdd97	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-029ae838da9e13a0e457	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-35926852ac4ed3ed0959	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-612a7e611628b904745f	View in MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-000i-9000000000-48f5c5da7cd09948311e	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-df7ed15b6c10248ee93a	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-65cf94afbc05ce616b62	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-f121c161f3815adad6e6	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052f-9000000000-003fe1ca0e7fdfcbdd97	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-056u-9000000000-118d12981b86ce381ebd	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9300000000-7090cf9145edfffd8de0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f79-9600000000-c7f7ab9a21f79182b8c8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9200000000-f7f9c8358d9c804f77d5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-2a1bf3b18d66ed1e0e10	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-3900000000-aa4478c278888d49f903	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-9700000000-2ec719a8b71ef4591832	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-007o-9000000000-e0ea494b73beee46c48b	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-052f-9000000000-26ed9611cc7f575d818b	View in MoNA
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB12971

CRC / DFC (Dictionary of Food Compounds) ID

DBR03-V:DBR03-V

EAFUS ID

1671

Dr. Duke ID

BIGG ID

Not Available

KNApSAcK ID

HET ID

Flavornet ID

GoodScent ID

SuperScent ID

Not Available

Wikipedia ID

1-Hexanol

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
anti septic	33281	A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.	DUKE
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE

Enzymes

Name	Gene Name	UniProt ID
Serum paraoxonase/lactonase 3	PON3	Q15166
Serum paraoxonase/arylesterase 1	PON1	P27169
Serum paraoxonase/arylesterase 2	PON2	Q15165
Lysosomal acid phosphatase	ACP2	P11117
Sulfotransferase family cytosolic 2B member 1	SULT2B1	O00204
Alcohol dehydrogenase [NADP(+)]	AKR1A1	P14550
Beta-glucuronidase	GUSB	P08236
Plasma alpha-L-fucosidase	FUCA2	Q9BTY2
Lecithin retinol acyltransferase	LRAT	O95237
Nuclear receptor subfamily 1 group I member 3	NR1I3	Q14994
Fatty acyl-CoA reductase 2	FAR2	Q96K12
Acyl-CoA wax alcohol acyltransferase 2	AWAT2	Q6E213
Testicular acid phosphatase	ACPT	Q9BZG2
Carboxylesterase 5A	CES5A	Q6NT32
Acid phosphatase-like protein 2	ACPL2	Q8TE99
Synaptic vesicle membrane protein VAT-1 homolog-like	VAT1L	Q9HCJ6
Quinone oxidoreductase PIG3	TP53I3	Q53FA7
Synaptic vesicle membrane protein VAT-1 homolog	VAT1	Q99536

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
resin	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
flower	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
green	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 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
ethereal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fusel	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
oil	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
alcoholic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

show

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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.

Showing Compound 1-Hexanol (FDB008072)

Structure for FDB008072 (1-Hexanol)