Showing Compound 2-Propenyl 3-methylbutanoate (FDB017246)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:58 UTC

Update date

2015-07-20 23:36:47 UTC

Primary ID

FDB017246

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Propenyl 3-methylbutanoate

Description

2-Propenyl 3-methylbutanoate, also known as allyl isovalerate or 2-propenyl isopentanoate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 2-Propenyl 3-methylbutanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Propenyl 3-methylbutanoate is a potentially toxic compound.

CAS Number

2835-39-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-Propenyl 3-methylbutanoic acid	Generator
2-Propenyl isopentanoate	HMDB
2-Propenyl isovalerate	HMDB
3-Methylbutanoic acid, 2-propenyl ester	HMDB
3-Methylbutyric acid, allyl ester	HMDB
Allyl 3-methylbutanoate	HMDB
Allyl 3-methylbutyrate	HMDB
Allyl isopentanoate	HMDB
Allyl isovalerate	HMDB
Allyl isovalerianate	HMDB
Allylisovalerate	HMDB
Butanoic acid, 3-methyl-, 2-propen-1-yl ester	HMDB
Butanoic acid, 3-methyl-, 2-propenyl ester	HMDB
Butyric acid, 3-methyl-, allyl ester	HMDB
Isovaleric acid, allyl ester	HMDB
3-Methylbutanoic acid 2-propenyl ester	HMDB
2-Propenyl 3-methylbutanoate	db_source
FEMA 2045	db_source

Predicted Properties

Property	Value	Source
Water Solubility	3.31 g/L	ALOGPS
logP	2.43	ALOGPS
logP	2.09	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	40.35 m³·mol⁻¹	ChemAxon
Polarizability	16.15 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	Yes	ChemAxon

Chemical Formula

C8H14O2

IUPAC name

prop-2-en-1-yl 3-methylbutanoate

InChI Identifier

InChI=1S/C8H14O2/c1-4-5-10-8(9)6-7(2)3/h4,7H,1,5-6H2,2-3H3

InChI Key

HOMAGVUCNZNWBC-UHFFFAOYSA-N

Isomeric SMILES

CC(C)CC(=O)OCC=C

Average Molecular Weight

142.1956

Monoisotopic Molecular Weight

142.099379692

Classification

Description

belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty acid ester (CHEBI:82380 )

Ontology

Physiological effect

Health effect:

Observation:

Chest pain

Health condition:

General disorders and administration site conditions:

Pain

Respiratory, thoracic and mediastinal disorders:

Cough

Nervous system disorders:

Headache

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Biofluid and excreta:

Urine

Subcellular:

Cell and elements:

Extracellular

Process

Naturally occurring process:

Biological process:

Biochemical process:

Biochemical pathway:

Lipid metabolism pathway

Chemical reaction:

Lipid peroxidation

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 67.57%; H 9.92%; O 22.50%	DFC
Melting Point	Not Available
Boiling Point	Bp 89-90°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	n21D 1.4162	DFC

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052u-9000000000-7354044a3e73badab547	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-052u-9000000000-7354044a3e73badab547	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9100000000-8c72ffff21927ecdaed8	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9800000000-c1c58cf36f0fc42f665d	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-79d35f58be29e09f9c34	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-79e7855d5c6b4384458a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000x-9800000000-2050888b2f1aa71760e1	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zgi-9500000000-62023d4b0cc8031ce800	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5i-9000000000-74d59f47280519a970b8	JSpectraViewer
MS	Mass Spectrum (Electron Ionization)	splash10-0a4u-9000000000-144259e1f020cb7f39b7	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	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

HMDB38036

CRC / DFC (Dictionary of Food Compounds) ID

BZM14-Q:KWP88-E

EAFUS ID

112

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1003061

SuperScent ID

17816

Wikipedia ID

Not Available

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

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
apple	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.
cherry	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.
sweet	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.
banana	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pineapple	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.