Showing Compound Butyl isobutyrate (FDB019968)

Record Information

Version

1.0

Creation date

2010-04-08 22:14:42 UTC

Update date

2019-11-26 03:18:11 UTC

Primary ID

FDB019968

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Butyl isobutyrate

Description

Butyl isobutyrate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Butyl isobutyrate is a sweet, apple, and banana tasting compound. Butyl isobutyrate has been detected, but not quantified in, several different foods, such as alcoholic beverages, fruits, milk and milk products, and pomes. This could make butyl isobutyrate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Butyl isobutyrate.

CAS Number

97-87-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Butyl isobutyric acid	Generator
Butyl ester OF 2-methylpropanoic acid	HMDB
Butyl isobutanoate	HMDB
FEMA 2188	HMDB
Isobutyric acid N-butyl ester	HMDB
Isobutyric acid, butyl ester	HMDB
Isobutyric acid, butyl ester (6ci,7ci,8ci)	HMDB
N-Butyl isobutyrate	HMDB
Propanoic acid, 2-methyl-, butyl ester	HMDB
Butyl 2-methylpropanoic acid	Generator
Butyl 2-methylpropanoate	db_source
Butyl ester of 2-methylpropanoic acid	biospider
Butyl isobutyrate	db_source
Isobutyric acid n-butyl ester	biospider
Isobutyric acid, butyl ester (6CI,7CI,8CI)	biospider
N-butyl isobutyrate	biospider

Predicted Properties

Property	Value	Source
Water Solubility	1.68 g/L	ALOGPS
logP	2.82	ALOGPS
logP	2.49	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Basic)	-7.1	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	40.49 m³·mol⁻¹	ChemAxon
Polarizability	17.37 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

C8H16O2

IUPAC name

butyl 2-methylpropanoate

InChI Identifier

InChI=1S/C8H16O2/c1-4-5-6-10-8(9)7(2)3/h7H,4-6H2,1-3H3

InChI Key

JSLCOZYBKYHZNL-UHFFFAOYSA-N

Isomeric SMILES

CCCCOC(=O)C(C)C

Average Molecular Weight

144.2114

Monoisotopic Molecular Weight

144.115029756

Classification

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 66.63%; H 11.18%; O 22.19%	DFC
Melting Point	<25 oC
Boiling Point	Bp 155°	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	d204 0.86	DFC
Refractive Index	n20D 1.4025	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Butyl isobutyrate, non-derivatized, GC-MS Spectrum	splash10-059f-9000000000-9688cae9c61bb66ddb0c	Spectrum
GC-MS	Butyl isobutyrate, non-derivatized, GC-MS Spectrum	splash10-0abl-9000000000-c63b585334d9efe57448	Spectrum
GC-MS	Butyl isobutyrate, non-derivatized, GC-MS Spectrum	splash10-0079-9000000000-daacd4b011914e28155d	Spectrum
GC-MS	Butyl isobutyrate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-ddfd71ef6bb2b00f9175	Spectrum
GC-MS	Butyl isobutyrate, non-derivatized, GC-MS Spectrum	splash10-059f-9000000000-9688cae9c61bb66ddb0c	Spectrum
GC-MS	Butyl isobutyrate, non-derivatized, GC-MS Spectrum	splash10-0abl-9000000000-c63b585334d9efe57448	Spectrum
GC-MS	Butyl isobutyrate, non-derivatized, GC-MS Spectrum	splash10-0079-9000000000-daacd4b011914e28155d	Spectrum
GC-MS	Butyl isobutyrate, non-derivatized, GC-MS Spectrum	splash10-052f-9000000000-ddfd71ef6bb2b00f9175	Spectrum
Predicted GC-MS	Butyl isobutyrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-05fu-9000000000-b2c694eef8f103b1cea3	Spectrum
Predicted GC-MS	Butyl isobutyrate, 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	splash10-0002-6900000000-18ee3f32bc7facbd8d57	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9100000000-8b81251c356eb6e9ee83	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0abc-9000000000-8b9fbf85679f1af8c092	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-4900000000-defaa4b67aa46d8230ff	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9200000000-108745d6d6d7870ace4a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9000000000-b4542384fc8980c56e0a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-cd98d2bcb980a6f21bba	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fu-9000000000-88bd0d135085e554c99e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-d5731443cec39fbdd84e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00dl-9600000000-0bda4a2ae0fb81f854d5	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000l-9500000000-a772993fe1f022cdf94a	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9000000000-13bd10b260d2e523f27d	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

7075

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

7353

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB40251

CRC / DFC (Dictionary of Food Compounds) ID

CVK55-C:MHD01-M

EAFUS ID

416

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

rw1028651

SuperScent ID

7353

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.
banana	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.
green	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.