Showing Compound Pentanoic acid (FDB003230)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:42 UTC

Update date

2019-11-26 02:58:40 UTC

Primary ID

FDB003230

Secondary Accession Numbers

FDB018739
FDB003810

Chemical Information

FooDB Name

Pentanoic acid

Description

Valeric acid, also known as pentanoic acid or valerate, belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain. Valeric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Valeric acid is a potentially toxic compound.

CAS Number

109-52-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Butanecarboxylic acid	ChEBI
CH3-[CH2]3-COOH	ChEBI
N-BuCOOH	ChEBI
N-Pentanoate	ChEBI
N-Pentanoic acid	ChEBI
N-Valeric acid	ChEBI
Pentanoate	ChEBI
Pentanoic acid	ChEBI
Pentoic acid	ChEBI
Propylacetic acid	ChEBI
Valerate	ChEBI
Valerianic acid	ChEBI
Valeriansaeure	ChEBI
Valeric acid, normal	ChEBI
1-Butanecarboxylate	Generator
N-Valerate	Generator
Pentoate	Generator
Propylacetate	Generator
Valerianate	Generator
Valerate, normal	Generator
1-Pentanoate	HMDB
1-Pentanoic acid	HMDB
Butanecarboxylate	HMDB
Butanecarboxylic acid	HMDB
Kyselina valerova	HMDB
N-C4H9COOH	HMDB
Valeriansaure	HMDB
Valeric acid normal	HMDB
N-Pentanoic acid, ammonium salt	HMDB
N-Pentanoic acid, potassium salt	HMDB
N-Pentanoic acid, sodium salt	HMDB
N-Pentanoic acid, zinc salt	HMDB
N-Pentanoic acid, maganese (+2) salt	HMDB
N-Pentanoic acid, 11C-labeled	HMDB
Lithium pentanoate	HMDB
N-Pentanoic acid, 11C-labeled sodium salt	HMDB
Valeric acid	KEGG
FEMA 3101	db_source
n-Pentanoate	biospider
n-Pentanoic acid	biospider
n-Valerate	biospider
n-Valeric acid	biospider

Predicted Properties

Property	Value	Source
Water Solubility	40.3 g/L	ALOGPS
logP	1.34	ALOGPS
logP	1.37	ChemAxon
logS	-0.4	ALOGPS
pKa (Strongest Acidic)	5.01	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	26.47 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

C5H10O2

IUPAC name

pentanoic acid

InChI Identifier

InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)

InChI Key

NQPDZGIKBAWPEJ-UHFFFAOYSA-N

Isomeric SMILES

CCCCC(O)=O

Average Molecular Weight

102.1317

Monoisotopic Molecular Weight

102.068079564

Classification

Description

Belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Straight chain fatty acids

Alternative Parents

Substituents

Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

straight-chain saturated fatty acid (CHEBI:17418 )
short-chain fatty acid (CHEBI:17418 )
Straight chain fatty acids (C00803 )
Saturated fatty acids (C00803 )
Straight chain fatty acids (LMFA01010005 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Theobroma cacao

Biological location:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Cellular process:

Cell signaling

Role

Biological role:

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 58.80%; H 9.87%; O 31.33%	DFC
Melting Point	Fp -34.5°	DFC
Boiling Point	Bp15 86-88°	DFC
Experimental Water Solubility	24 mg/mL at 25 oC	YALKOWSKY,SH & HE,Y (2003)
Experimental logP	1.39	HANSCH,C ET AL. (1995)
Experimental pKa	pKa 4.81	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d204 0.95	DFC
Refractive Index	n23D 1.4075	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-03di-9000000000-9246123374d3104316a3	2014-09-20	View Spectrum
GC-MS	Pentanoic acid, non-derivatized, GC-MS Spectrum	splash10-03fr-9000000000-5ef705125c3c70ad3df3	Spectrum
GC-MS	Pentanoic acid, non-derivatized, GC-MS Spectrum	splash10-03di-9000000000-2160417549a364f722df	Spectrum
GC-MS	Pentanoic acid, non-derivatized, GC-MS Spectrum	splash10-03fr-9000000000-5ef705125c3c70ad3df3	Spectrum
GC-MS	Pentanoic acid, non-derivatized, GC-MS Spectrum	splash10-03di-9000000000-2160417549a364f722df	Spectrum
Predicted GC-MS	Pentanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004l-9000000000-317b810c8d610eaf0188	Spectrum
Predicted GC-MS	Pentanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-05dr-9200000000-cfee4e723931c0c4882e	Spectrum
Predicted GC-MS	Pentanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0kdi-9200000000-68de4edfab1763d25290	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0006-9000000000-5807dc032b484168ad7f	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0006-9000000000-6815adcb2b82e3f1f29f	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive	splash10-03fr-9000000000-5ef705125c3c70ad3df3	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-03di-9000000000-90144d1440b06340fe7e	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0udi-0900000000-99bad9fba8cf3bc081e3	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0udi-0900000000-95b1b8722cad92c490e7	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0udi-2900000000-d6ebac4ebed40b98b291	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-0udi-9000000000-94459eb26bcb7c315bcd	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-0a4i-9000000000-e212c5cbe08c4eb40b95	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0900000000-99bad9fba8cf3bc081e3	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0900000000-95b1b8722cad92c490e7	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-2900000000-d6ebac4ebed40b98b291	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-9000000000-94459eb26bcb7c315bcd	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4i-9000000000-e212c5cbe08c4eb40b95	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , negative	splash10-0udi-3900000000-dd2e8ada707700a86c15	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udr-9700000000-3b6086e299b180404c66	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4u-9100000000-1c4280d0a9143e3d48d0	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-bc80b097ba0f51c3ca40	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-2900000000-a4de42a48fe44ac339fa	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zfr-9800000000-543e60b2b278c1d51c48	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-6b15e313e3ee4ada68aa	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-9100000000-e626913b2548db6c8608	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9000000000-a5c7e6b5fe910559a628	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9000000000-890b839f8e2f9ac3fd83	2021-09-21	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

17418

Phenol-Explorer ID

Not Available

DrugBank ID

DB02406

HMDB ID

HMDB00892

CRC / DFC (Dictionary of Food Compounds) ID

CTS63-D:CTS63-D

EAFUS ID

3822

Dr. Duke ID

VALERIANIC-ACID|N-VALERIC-ACID|VALERIC-ACID|PENTANOIC-ACID|PENTAN-1-OIC-ACID

BIGG ID

Not Available

KNApSAcK ID

C00001208

HET ID

LEA

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
Anti-hysteric	52217	An agent that reduces excessive emotional responses, commonly used in managing hysteria, anxiety disorders, and seizures. Its biological role involves regulating neurotransmitter activity, while its therapeutic applications include treating nervous system disorders. Key medical uses include alleviating symptoms of anxiety, insomnia, and restlessness.	DUKE
Anti-insomniac	52217	An agent that promotes sleep, reducing insomnia symptoms. It regulates the body's sleep-wake cycle, commonly used in managing sleep disorders, such as chronic insomnia, and improving overall sleep quality.	DUKE
Anti-spasmodic	52217	An agent that relaxes smooth muscle, reducing muscle spasms and cramps. It plays a biological role in regulating muscle tone and is therapeutically applied to treat conditions such as irritable bowel syndrome, menstrual cramps, and muscle spasms, providing relief from abdominal pain and discomfort.	DUKE
Name	48318	flavor	DUKE
Hypotensive		An agent that lowers blood pressure, playing a biological role in regulating cardiovascular function. Therapeutically, it's used to manage hypertension, heart failure, and angina, with key medical applications in preventing stroke, kidney disease, and cardiac complications.	DUKE
Myorelaxant		An agent that reduces muscle contractility by blocking nerve impulses or decreasing motor end plate excitability, used therapeutically to relieve muscle spasms, tension, and pain, commonly in managing musculoskeletal disorders, anxiety, and insomnia.	DUKE
Perfumery	48318	The art of creating fragrances, playing a biological role in emotional and sensory stimulation. Therapeutically, perfumery has applications in aromatherapy, reducing stress and anxiety. Key medical uses include mood enhancement, pain management, and promoting relaxation, with certain scents exhibiting anti-anxiety and anti-depressant properties.	DUKE
Sedative	35717	An agent that calms nervous activity, reducing anxiety and inducing relaxation. Its biological role is to slow down brain function, promoting sleep and relieving stress. Therapeutically, sedatives are used to manage insomnia, anxiety disorders, and seizures, as well as to prepare patients for medical procedures.	DUKE
Tranquilizer		An agent that induces relaxation and reduces anxiety, used therapeutically to manage anxiety disorders, insomnia, and restlessness, promoting calmness and sedation in individuals.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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