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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-11 17:42:20 UTC
Update Date2019-01-11 19:42:20 UTC
HMDB IDHMDB0031325
Secondary Accession Numbers
  • HMDB31325
Metabolite Identification
Common Namen-Butyl acetate
Descriptionn-Butyl acetate is a flavouring ingredient used in apple flavours. n-Butyl acetate, also known as butyl ethanoate, is an organic compound commonly used as a solvent in the production of lacquers and other products. It is also used as a synthetic fruit flavoring in foods such as candy, ice cream, cheeses, and baked goods. Butyl acetate is found in many types of fruit, where along with other chemicals it imparts characteristic flavors. Apples, especially of the Red Delicious variety, are flavored in part by this chemical. It is a colourless flammable liquid with a sweet smell of banana
Structure
Data?1547235740
Synonyms
ValueSource
1-AcetoxybutaneChEBI
1-Butyl acetateChEBI
Acetate de butyleChEBI
Acetic acid N-butyl esterChEBI
Acetic acid, butyl esterChEBI
Butyl ester OF acetic acidChEBI
Butyl ethanoateChEBI
ButylacetatChEBI
ButylazetatChEBI
CH3COO(CH2)3ch3ChEBI
Essigsaeure-N-butylesterChEBI
EssigsaeurebutylesterChEBI
N-Butyl acetateChEBI
N-Butyl ethanoateChEBI
Butyl acetic acidGenerator
1-Butyl acetic acidGenerator
Acetic acid de butyleGenerator
Acetate N-butyl esterGenerator
Acetate, butyl esterGenerator
Butyl ester OF acetateGenerator
Butyl ethanoic acidGenerator
N-Butyl acetic acidGenerator
N-Butyl ethanoic acidGenerator
1-Butanol, acetateHMDB
1-ButylacetateHMDB
N-ButylacetateHMDB
Chemical FormulaC6H12O2
Average Molecular Weight116.1583
Monoisotopic Molecular Weight116.083729628
IUPAC Namebutyl acetate
Traditional Namebutyl acetate
CAS Registry Number123-86-4
SMILES
CCCCOC(C)=O
InChI Identifier
InChI=1S/C6H12O2/c1-3-4-5-8-6(2)7/h3-5H2,1-2H3
InChI KeyDKPFZGUDAPQIHT-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as acetate salts. These are organic compounds containing acetic acid as its acid component.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentAcetate salts
Alternative Parents
Substituents
  • Acetate salt
  • Carboxylic acid ester
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-77 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility8.4 mg/mL at 25 °CNot Available
LogP1.78Not Available
Predicted Properties
PropertyValueSource
Water Solubility5.63 g/LALOGPS
logP1.84ALOGPS
logP1.25ChemAxon
logS-1.3ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.29 m³·mol⁻¹ChemAxon
Polarizability13.42 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-130fe9ba3fdc11b38c68JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-c634fb4c9ee577095a31JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-e7000014bd02a2fabf76JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-89d861b5ededa36a4456JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9000000000-9d38bab5a3e882cc47f3JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-39d2240c612740224374JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-130fe9ba3fdc11b38c68JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-c634fb4c9ee577095a31JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-e7000014bd02a2fabf76JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-89d861b5ededa36a4456JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-052f-9000000000-9d38bab5a3e882cc47f3JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-9000000000-39d2240c612740224374JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-18f78fd162c16cf92c57JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-5900000000-03e01fb5394bc95b4d53JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9100000000-35c26fb8796c3863a2faJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-2525dbaa8637da66925eJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-7900000000-bad2855f1fabb50b3f08JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9100000000-5d50582430d2d06c21bcJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-f35aa88dd6b01ed75f47JSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-2c5a161b583d9746461eJSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected and Quantified28.696 nmol/g wet fecesAdult (>18 years old)Both
Normal
details
FecesDetected and Quantified2.87 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal
details
FecesDetected and Quantified86.0894 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal
details
FecesDetected and Quantified20.0875 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal
details
FecesDetected but not Quantified Adult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected and Quantified803.501 nmol/g wet fecesAdult (>18 years old)Both
Immunoglobulin A nephropathy
details
FecesDetected and Quantified114.786 nmol/g wet fecesAdult (>18 years old)Both
Immunoglobulin A nephropathy
details
FecesDetected but not Quantified Adult (>18 years old)Both
Diarrhea-predominant IBS
details
FecesDetected but not Quantified Adult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)
details
Associated Disorders and Diseases
Disease References
Nonalcoholic fatty liver disease
  1. Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
Diarrhoea predominant irritable bowel syndrome
  1. Ahmed I, Greenwood R, Costello Bde L, Ratcliffe NM, Probert CS: An investigation of fecal volatile organic metabolites in irritable bowel syndrome. PLoS One. 2013;8(3):e58204. doi: 10.1371/journal.pone.0058204. Epub 2013 Mar 13. [PubMed:23516449 ]
Immunoglobulin A nephropathy
  1. De Angelis M, Montemurno E, Piccolo M, Vannini L, Lauriero G, Maranzano V, Gozzi G, Serrazanetti D, Dalfino G, Gobbetti M, Gesualdo L: Microbiota and metabolome associated with immunoglobulin A nephropathy (IgAN). PLoS One. 2014 Jun 12;9(6):e99006. doi: 10.1371/journal.pone.0099006. eCollection 2014. [PubMed:24922509 ]
Associated OMIM IDs
  • 161950 (Immunoglobulin A nephropathy)
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003386
KNApSAcK IDNot Available
Chemspider ID29012
KEGG Compound IDC12304
BioCyc IDCPD-13346
BiGG IDNot Available
Wikipedia LinkButyl acetate
METLIN IDNot Available
PubChem Compound31272
PDB ID8JZ
ChEBI ID31328
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Shahin M, Murthy SS: Sub-Tg relaxations due to dipolar solutes in nonpolar glass-forming solvents. J Chem Phys. 2005 Jan 1;122(1):14507. [PubMed:15638674 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .