butyl butanoate (YMDB01399)

Identification

YMDB ID

YMDB01399

Name

butyl butanoate

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Butyl butyrate, also known as N-butyl butanoate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a significant number of articles have been published on Butyl butyrate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

1-Butyl butyrate
Butanoic acid, butyl ester
Butyl butylate
Butyl butyrate
Butyl ester of butanoic acid
Butyl n-butyrate
Butyric acid, butyl ester
n-Butyl butanoate
n-Butyl butyrate
n-Butyl n-butanoate
n-Butyl n-butyrate
n-Butyric acid n-butyl ester
N-Butyric N-butyl ester
N-Butyl butanoic acid
N-Butyl butyric acid
Butyl butyric acid
Butyl butanoate
FEMA 2186
N-Butyl-N-butyrate
Butryl butyric acid

CAS number

109-21-7

Weight

Average: 144.2114
Monoisotopic: 144.115029756

InChI Key

XUPYJHCZDLZNFP-UHFFFAOYSA-N

InChI

InChI=1S/C8H16O2/c1-3-5-7-10-8(9)6-4-2/h3-7H2,1-2H3

IUPAC Name

butyl butanoate

Traditional IUPAC Name

butyl butyrate

Chemical Formula

C₈H₁₆O₂

SMILES

CCCCOC(=O)CCC

Chemical Taxonomy

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

butyrate ester (CHEBI:87429 )
Wax monoesters (LMFA07010418 )

Physical Properties

State

Liquid

Charge

Melting point

-91.5 °C

Experimental Properties

Property	Value	Reference
Water Solubility	0.5 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	1.36 g/L	ALOGPS
logP	2.82	ALOGPS
logP	2.39	ChemAxon
logS	-2	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	6	ChemAxon
Refractivity	40.51 m³·mol⁻¹	ChemAxon
Polarizability	17.34 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

extracellular

Organoleptic Properties

Flavour/Odour	Source
Apple	FDB019248
Banana	FDB019248
Berry	FDB019248
Fruity	FDB019248
Peach	FDB019248
Pear	FDB019248
Pineapple	FDB019248
Sweet	FDB019248

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0596-9000000000-d391cfb43ea3b2438e3d	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05g3-9000000000-6475886c051aaeebd2f5	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05g0-9000000000-909ad81987b43bcf251e	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05bf-9000000000-0b6c3408eea71f00941f	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0596-9000000000-d391cfb43ea3b2438e3d	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05g3-9000000000-6475886c051aaeebd2f5	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05g0-9000000000-909ad81987b43bcf251e	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05bf-9000000000-0b6c3408eea71f00941f	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6u-9100000000-f2ddcea30a5013f00c66	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-6900000000-81e862955ac61e874067	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9100000000-fd89ba380bf05df52583	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-fba91f33e8df2b7a62c3	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00kf-9700000000-9c206aaf53a92583d5c5	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00ku-9100000000-29b9b7fc42c82d1445f9	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00ko-9000000000-952de79adebdbf91db94	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-4900000000-c68f4541a7c513bfdfe1	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kr-9000000000-3962f66d002cb36e47bb	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014l-9000000000-d5753ce4a1aea9e8f5b8	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-c5b55e21e8f63d82657f	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4l-9000000000-cf9087ec4564e94f7897	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-2fde8ac0c28240eaba5e	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer

References

References:

Patel, S., Shibamoto, T. (2002). "Effect of different strains of Saccharomyces cerevisiae on production of volatiles in Napa Gamay wine and Petite Sirah wine." J Agric Food Chem 50:5649-5653.12236692

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	87429
HMDB ID	HMDB0039620
Pubchem Compound ID	7983
Kegg ID	Not Available
ChemSpider ID	7694
FOODB ID	FDB019248
Wikipedia	butyl_butanoate
BioCyc ID	Not Available

Structure for #<Compound:0xa6f9fb04>