Showing Compound Decanoic acid (FDB012027)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:57 UTC

Update date

2019-11-26 03:06:00 UTC

Primary ID

FDB012027

Secondary Accession Numbers

FDB030804

Chemical Information

FooDB Name

Decanoic acid

Description

Widespread in plant oils and as glycerides in seed oilsand is also present in apple, apricot, banana, morello cherry, citrus fruits, cheese, butter, white wine, Japanese whiskey, peated malt, wort and scallops. It is used as a defoamer, lubricant and citrus fruit coating. Salts (Na, K, Mg, Ca, Al) used as binders, emulsifiers and anticaking agents in food manuf. Decanoic acid is found in many foods, some of which are radish (variety), meatball, phyllo dough, and american shad.

CAS Number

334-48-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-Nonanecarboxylic acid	ChEBI
10:0	ChEBI
C10:0	ChEBI
Caprinic acid	ChEBI
CH3-[CH2]8-COOH	ChEBI
Decanoate	ChEBI
Decoic acid	ChEBI
Decylic acid	ChEBI
Dekansaeure	ChEBI
Kaprinsaeure	ChEBI
N-Capric acid	ChEBI
N-Decanoic acid	ChEBI
N-Decoic acid	ChEBI
N-Decylic acid	ChEBI
1-Nonanecarboxylate	Generator
Caprinate	Generator
Decanoic acid	Generator
Decoate	Generator
Decylate	Generator
N-Caprate	Generator
N-Decanoate	Generator
N-Decoate	Generator
N-Decylate	Generator
Caprate	Generator
Caprynate	HMDB
Caprynic acid	HMDB
Emery 659	HMDB
Lunac 10-95	HMDB
Lunac 10-98	HMDB
Prifac 2906	HMDB
Prifac 296	HMDB
Decanoic acid, sodium salt	HMDB
Sodium caprate	HMDB
Sodium decanoate	HMDB
FA(10:0)	HMDB
1-Decanoic acid	biospider
Capric acid	db_source
Decoic acid (obsol.)	db_source
FEMA 2364	db_source
Nonane-1-carboxylic acid	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.095 g/L	ALOGPS
logP	3.93	ALOGPS
logP	3.59	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.95	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	8	ChemAxon
Refractivity	49.48 m³·mol⁻¹	ChemAxon
Polarizability	21.61 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H20O2

IUPAC name

decanoic acid

InChI Identifier

InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12)

InChI Key

GHVNFZFCNZKVNT-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCCCCC(O)=O

Average Molecular Weight

172.2646

Monoisotopic Molecular Weight

172.146329884

Classification

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
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

medium-chain fatty acid (CHEBI:30813 )
straight-chain saturated fatty acid (CHEBI:30813 )
Straight chain fatty acids (C01571 )
Saturated fatty acids (C01571 )
Straight chain fatty acids (LMFA01010010 )

Ontology

Physiological effect

Health effect:

Health condition:

Sudden death

Metabolism and nutrition disorders:

Hypoglycemia

Gastrointestinal disorders:

Vomiting

Nervous system disorders:

Lethargy

Ingestion

Source:

Biological:

Animal

Plant:

Biological location:

Tissue and substructures:

Epidermis

Biofluid and excreta:

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Biological role:

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 69.72%; H 11.70%; O 18.58%	DFC
Melting Point	Mp 31.5°	DFC
Boiling Point	Bp11 148-150°	DFC
Experimental Water Solubility	0.0618 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	4.09	HANSCH,C ET AL. (1995)
Experimental pKa	4.9
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d440 0.89	DFC
Refractive Index	n40D 1.4288	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-074l-9100000000-bf788cb34c09c6af56bf	Spectrum
GC-MS	Decanoic acid, 1 TMS, GC-MS Spectrum	splash10-017i-2920000000-7f6721f01b80a790d544	Spectrum
GC-MS	Decanoic acid, non-derivatized, GC-MS Spectrum	splash10-076u-9000000000-96a2e9e00e464db3c086	Spectrum
GC-MS	Decanoic acid, non-derivatized, GC-MS Spectrum	splash10-017i-2920000000-7f6721f01b80a790d544	Spectrum
GC-MS	Decanoic acid, non-derivatized, GC-MS Spectrum	splash10-016r-1910000000-1cc1026f6f325d994ab4	Spectrum
Predicted GC-MS	Decanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-052g-9200000000-71a57b0e200e46fb66ed	Spectrum
Predicted GC-MS	Decanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00g0-9300000000-c615f39c0b907a00f67c	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-00di-0900000000-771e7907916bf05e6b10	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-00di-0900000000-f1e000384728ee06f802	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-00di-1900000000-42a901bb54546da030da	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-004i-9000000000-83e77de04461ded1c4bc	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-004i-9000000000-f3190b828218d04d3cc7	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-014i-0000000910-e82208ed71b4a3735258	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-00di-0900000000-6ec01ce9b8fdc68d94a9	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 20V, Negative	splash10-00di-0900000000-6ec01ce9b8fdc68d94a9	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 10V, Negative	splash10-00di-0900000000-8c6cdf0491f51ba6ef26	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF , Negative	splash10-00di-0900000000-6ec01ce9b8fdc68d94a9	Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-TOF 20V, Negative	splash10-00di-0900000000-3afa642872e4450f0c49	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-0900000000-771e7907916bf05e6b10	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-0900000000-f1e000384728ee06f802	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-1900000000-d5dbc60c65c1a7d34e2f	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-83e77de04461ded1c4bc	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-f3190b828218d04d3cc7	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , negative	splash10-00di-0900000000-53ea38eb25eaea66d22a	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-00di-0900000000-8c6cdf0491f51ba6ef26	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-TOF , negative	splash10-00di-0900000000-3afa642872e4450f0c49	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00di-0900000000-0a7f944302bce161f7e5	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00b9-1900000000-b68efbceecf3433a9995	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-005a-9600000000-f2a54ed1a56ee9b7af77	Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positive	splash10-076u-9000000000-96a2e9e00e464db3c086	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-00kf-0900100000-28cc3e7dc24d4208e159	Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-0a4i-0900000000-3eb3455ff5fbfa8a3a2c	Spectrum

NMR

Type	Description	View
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

30813

Phenol-Explorer ID

Not Available

DrugBank ID

DB03600

HMDB ID

HMDB00511

CRC / DFC (Dictionary of Food Compounds) ID

HCQ58-J:HCQ58-J

EAFUS ID

834

Dr. Duke ID

N-CAPRIC-ACID|CAPRIC-ACID|DECANOIC-ACID|CAPRINIC-ACID

BIGG ID

Not Available

KNApSAcK ID

C00001213

HET ID

DKA

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

334-48-5

GoodScent ID

rw1007741

SuperScent ID

Not Available

Wikipedia ID

Decanoic acid

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
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
fungicide	24127	A substance used to destroy fungal pests.	DUKE
irritant			DUKE
nematicide	25491	A substance used to destroy pests of the phylum Nematoda (roundworms).	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
anti bacterial	33282	A substance that kills or slows the growth of bacteria.	CHEBI

Enzymes

Name	Gene Name	UniProt ID
Peroxisomal carnitine O-octanoyltransferase	CROT	Q9UKG9
Carnitine O-palmitoyltransferase 2, mitochondrial	CPT2	P23786
Mitochondrial carnitine/acylcarnitine carrier protein	SLC25A20	O43772

Pathways

Name	SMPDB Link	KEGG Link
Beta Oxidation of Very Long Chain Fatty Acids	SMP00052	map01040
Fatty Acid Biosynthesis	SMP00456	Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
rancid	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.
fat	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
unpleasant	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sour	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fatty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
citrus	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.