Showing Compound 3-Methylbutyl 3-oxobutanoate (FDB015275)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:45 UTC

Update date

2015-07-20 23:16:12 UTC

Primary ID

FDB015275

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3-Methylbutyl 3-oxobutanoate

Description

3-Methylbutyl 3-oxobutanoate belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom. 3-Methylbutyl 3-oxobutanoate is a sweet, ethereal, and fermented tasting compound. Based on a literature review very few articles have been published on 3-Methylbutyl 3-oxobutanoate.

CAS Number

2308-18-1

Structure

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

Synonyms

Synonym	Source
3-Methylbutyl 3-oxobutanoic acid	Generator
3-Methylbutyl acetoacetate	HMDB
3-Methylbutyl beta-ketobutyrate	HMDB
Acetoacetic acid isoamyl ester	HMDB
Acetoacetic acid, isopentyl ester	HMDB
Butanoic acid, 3-oxo-, 3-methylbutyl ester	HMDB
FEMA 3551	HMDB
Isoamyl 3-oxobutanoate	HMDB
Isoamyl acetoacetate	HMDB
Isoamyl acetylacetate	HMDB
Isoamyl beta-ketobutyrate	HMDB
Isopentyl 3-oxobutanoate	HMDB
Isopentyl acetoacetate	HMDB
Isopentyl beta-ketobutyrate	HMDB
3-Methylbutyl 3-oxobutanoate	db_source

Predicted Properties

Property	Value	Source
Water Solubility	2.27 g/L	ALOGPS
logP	1.34	ALOGPS
logP	1.76	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	9.93	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	45.73 m³·mol⁻¹	ChemAxon
Polarizability	19.1 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H16O3

IUPAC name

3-methylbutyl 3-oxobutanoate

InChI Identifier

InChI=1S/C9H16O3/c1-7(2)4-5-12-9(11)6-8(3)10/h7H,4-6H2,1-3H3

InChI Key

XHRGPLDMNNGHCX-UHFFFAOYSA-N

Isomeric SMILES

CC(C)CCOC(=O)CC(C)=O

Average Molecular Weight

172.2215

Monoisotopic Molecular Weight

172.109944378

Classification

Description

Belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Beta-keto acids and derivatives

Direct Parent

Beta-keto acids and derivatives

Alternative Parents

Substituents

Fatty acid ester
Beta-keto acid
Fatty acyl
1,3-dicarbonyl compound
Ketone
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

Not Available

Ontology

Disposition

Source:

Food

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 62.77%; H 9.36%; O 27.87%	DFC
Melting Point	Not Available
Boiling Point	Bp 222-224°	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	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	3-Methylbutyl 3-oxobutanoate, non-derivatized, GC-MS Spectrum	splash10-006x-9000000000-ea4087a7ea2378ba8ee9	Spectrum
GC-MS	3-Methylbutyl 3-oxobutanoate, non-derivatized, GC-MS Spectrum	splash10-006x-9000000000-ea4087a7ea2378ba8ee9	Spectrum
Predicted GC-MS	3-Methylbutyl 3-oxobutanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9000000000-b5a7a7f3fd77fcc5bcd5	Spectrum
Predicted GC-MS	3-Methylbutyl 3-oxobutanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	3-Methylbutyl 3-oxobutanoate, 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	splash10-05fr-5900000000-5b85793e472e00da5a90	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9200000000-4b18b4fb8aefc4c94e58	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0603-9000000000-9911f00c3fa9b49f25f3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00e9-8900000000-4832666a5ea86a738fb0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pc0-9400000000-5bddb9d4b2cecd4370cb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a59-9000000000-948f0c139308a9081b89	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01bl-9400000000-9689ba6ae00740f4837e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-6a313710ef1adbcb0afd	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-99bc67acbfcc650aa92c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9200000000-085ef9d84ed34f106b8c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4u-9400000000-5535ebb435ed224d3af4	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-13316bf37cae9760e5be	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

55235

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

61296

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36396

CRC / DFC (Dictionary of Food Compounds) ID

DFR99-E:JYY48-O

EAFUS ID

1824

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

rw1003181

SuperScent ID

Not Available

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