Showing Compound 1-Pentanol (FDB008230)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:59 UTC

Update date

2019-11-26 03:02:18 UTC

Primary ID

FDB008230

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

1-Pentanol

Description

Widely distributed in plant sources, e.g. peppermint oil, tomatoes, tea, potatoes. Flavouring ingredient 1-Pentanol, (or n-pentanol, pentan-1-ol), is an alcohol with five carbon atoms and the molecular formula C5H12O. 1-Pentanol is a colorless liquid with an unpleasant aroma. There are 7 other structural isomers of pentanol (see amyl alcohol). The ester formed from butanoic acid and 1-pentanol, pentyl butyrate, smells like apricot. The ester formed from acetic acid and 1-pentanol, amyl acetate (pentyl acetate), smells like banana. 1-Pentanol is found in many foods, some of which are potato, pineapple, rosemary, and blackcurrant.

CAS Number

71-41-0

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
1-Pentol	ChEBI
1-Pentyl alcohol	ChEBI
Alcool amylique	ChEBI
Amyl alcohol, normal	ChEBI
Amylalkohol	ChEBI
Amylol	ChEBI
Butylcarbinol	ChEBI
N-Amyl alcohol	ChEBI
N-Amylalkohol	ChEBI
N-Butylcarbinol	ChEBI
N-C5H11OH	ChEBI
N-Pentan-1-ol	ChEBI
N-Pentyl alcohol	ChEBI
Pentanol-1	ChEBI
Pentyl alcohol	ChEBI
Pentylalkohol	ChEBI
Primary amyl alcohol	ChEBI
N-Pentanol	MeSH
N-Pentanol, 1-(13)C-labeled CPD	MeSH
N-Pentanol, aluminum salt	MeSH
N-Pentanol, barium salt	MeSH
N-Pentanol, calcium salt	MeSH
N-Pentanol, magnesium salt	MeSH
N-Pentanol, potassium salt	MeSH
N-Pentanol, sodium salt	MeSH
N-Pentanol, titanium (4+) salt	MeSH
Amyl alcohol	HMDB
Amyl alcohol (natural)	HMDB
Amyl alcohol normal	HMDB
Butyl carbinol	HMDB
C5 Alcohol	HMDB
N-Pentyl-alcohol	HMDB
Pentan-1-ol	HMDB
Pentanol	HMDB
Pentanols	HMDB
Pentasol	HMDB
Pentyl-alcohol	HMDB
Petan-1-ol	HMDB
Primary-N-amyl alcohol	HMDB
1-Pentanol	ChEBI
FEMA 2056	db_source
n-Amyl alcohol	db_source
N-amylalkohol	biospider
N-butylcarbinol	biospider
n-Pentan-1-ol	biospider
N-pentanol	biospider
N-pentyl alcohol	biospider
N-pentyl-alcohol	biospider
Primary-n-amyl alcohol	biospider

Predicted Properties

Property	Value	Source
Water Solubility	37.2 g/L	ALOGPS
logP	1.47	ALOGPS
logP	1.25	ChemAxon
logS	-0.37	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	3	ChemAxon
Refractivity	26.74 m³·mol⁻¹	ChemAxon
Polarizability	11.23 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

C5H12O

IUPAC name

pentan-1-ol

InChI Identifier

InChI=1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3

InChI Key

AMQJEAYHLZJPGS-UHFFFAOYSA-N

Isomeric SMILES

CCCCCO

Average Molecular Weight

88.1482

Monoisotopic Molecular Weight

88.088815006

Classification

Description

Belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Primary alcohols

Alternative Parents

Hydrocarbon derivatives

Substituents

Hydrocarbon derivative
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

primary alcohol (CHEBI:44884 )
alkyl alcohol (CHEBI:44884 )
Fatty alcohols (LMFA05000112 )
a small molecule (PENTANOL )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Biofluid and excreta:

Source:

Biological:

Plant:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 68.13%; H 13.72%; O 18.15%	DFC
Melting Point	Mp -79°	DFC
Boiling Point	Bp13 49-50°	DFC
Experimental Water Solubility	22 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	1.51	SANGSTER (1994)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d204 0.82	DFC
Refractive Index	n20D 1.4103	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-052f-9000000000-c25069a0af8dacf4d39d	2015-03-01	View Spectrum
GC-MS	1-Pentanol, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-5244661275aa6b95b9a0	Spectrum
GC-MS	1-Pentanol, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-a8f61d2d09e6d85a0da6	Spectrum
GC-MS	1-Pentanol, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-26fa66c5f2883093c25e	Spectrum
GC-MS	1-Pentanol, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-86ba80dfb4a247abdead	Spectrum
GC-MS	1-Pentanol, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-5244661275aa6b95b9a0	Spectrum
GC-MS	1-Pentanol, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-a8f61d2d09e6d85a0da6	Spectrum
GC-MS	1-Pentanol, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-26fa66c5f2883093c25e	Spectrum
GC-MS	1-Pentanol, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-86ba80dfb4a247abdead	Spectrum
Predicted GC-MS	1-Pentanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a6u-9000000000-e8d9380a14b5b0b3b4a9	Spectrum
Predicted GC-MS	1-Pentanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-9200000000-4c1b7248f90571b974e4	Spectrum
Predicted GC-MS	1-Pentanol, 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	splash10-00dr-9000000000-d22868bc6f5389bbac24	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9000000000-89f22f7ad4cabb8583c7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0596-9000000000-9e10eda056754554eb68	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-8843f2a5c4b4e08e336b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-96da06aaf672d71e1afa	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05mo-9000000000-cd983bb43429b412ca51	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006x-9000000000-d8f4a9d417c875b7804b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-c082770349cef99b1c3a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-41140faafe096971edc4	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-dd8f1f11d4928285c04e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-67b78684fcf018bcef70	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-239572d6401270d7a134	2021-09-23	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

44884

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB13036

CRC / DFC (Dictionary of Food Compounds) ID

DDT84-S:DDT84-S

EAFUS ID

187

Dr. Duke ID

BIGG ID

Not Available

KNApSAcK ID

C00035784

HET ID

PE9

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

GoodScent ID

SuperScent ID

Wikipedia ID

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
Central nervous system toxic	50910	An agent that damages or impairs the central nervous system, disrupting normal brain and spinal cord function. It has no therapeutic applications, but is used in research to study neurodegenerative diseases and develop treatments. Key medical uses include understanding and modeling neurotoxicity in conditions like Parkinson's and Alzheimer's diseases.	DUKE
Name	48318	flavor	DUKE
Irritant		An agent that causes slight inflammation or discomfort, stimulating a biological response. Therapeutically, it can be used to increase blood flow or stimulate healing. Key medical uses include treating wounds, skin conditions, and respiratory issues, such as congestion, by inducing a mild inflammatory response to promote recovery.	DUKE
Narcotic	35482	A pain-relieving agent that binds to opioid receptors, reducing pain perception. Therapeutically, narcotics are used to manage moderate to severe pain, cough, and diarrhea. Key medical uses include treating acute and chronic pain, cough suppression, and relieving diarrhea and dyspnea in terminally ill patients.	DUKE
Nephrotoxic	50909	An agent that damages or harms the kidneys, disrupting their ability to filter waste. It has no therapeutic applications, but is often a side effect of certain medications, such as antibiotics and chemotherapy. Key medical uses involve monitoring and managing kidney damage in patients receiving nephrotoxic treatments.	DUKE
Perfume	48318	A fragrant substance with a biological role in attracting and repelling, having therapeutic applications in aromatherapy for mood enhancement and stress relief. Key medical uses include anxiety reduction, mood elevation, and pain management, with some fragrances exhibiting anti-anxiety and anti-depressant properties.	DUKE
Pulmonotoxic	52209	An agent that damages or harms the lungs, often used to describe substances or drugs with toxic effects on pulmonary tissue, limiting its therapeutic applications but aiding in understanding lung disease mechanisms and developing protective strategies.	DUKE

Enzymes

Name	Gene Name	UniProt ID
Liver carboxylesterase 1	CES1	P23141
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
Cocaine esterase	CES2	O00748

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
balsamic	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
sweet	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vanilla	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
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.
balsam	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.