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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 17:42:20 UTC
Update Date2021-10-13 06:15:03 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?1563862110
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 ethanoateChEBI
1-Butyl acetic acidGenerator
Acetic acid de butyleGenerator
Acetate N-butyl esterGenerator
Acetate, butyl esterGenerator
Butyl ester OF acetateGenerator
Butyl ethanoic acidGenerator
N-Butyl ethanoic acidGenerator
N-Butyl acetic acidGenerator
N-Butyl acetateChEBI
Butyl acetic acidGenerator, HMDB
1-Butanol, acetateHMDB
1-ButylacetateHMDB
N-ButylacetateHMDB
Acetic acid butyl esterMeSH
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
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).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic 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 FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-77 °CNot Available
Boiling Point126.10 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility8.4 mg/mL at 25 °CNot Available
LogP1.78Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility5.63 g/LALOGPS
logP10(1.25) g/LChemAxon
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+124.17731661259
DarkChem[M-H]-119.73331661259
DeepCCS[M+H]+136.23430932474
DeepCCS[M-H]-134.18230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
n-Butyl acetateCCCCOC(C)=O1108.8Standard polar33892256
n-Butyl acetateCCCCOC(C)=O783.5Standard non polar33892256
n-Butyl acetateCCCCOC(C)=O841.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-0006-9000000000-130fe9ba3fdc11b38c682017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-0006-9000000000-c634fb4c9ee577095a312017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-0006-9000000000-e7000014bd02a2fabf762017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-0006-9000000000-89d861b5ededa36a44562017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-052f-9000000000-9d38bab5a3e882cc47f32017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-0006-9000000000-39d2240c6127402243742017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-0006-9000000000-130fe9ba3fdc11b38c682018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-0006-9000000000-c634fb4c9ee577095a312018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-0006-9000000000-e7000014bd02a2fabf762018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-0006-9000000000-89d861b5ededa36a44562018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-052f-9000000000-9d38bab5a3e882cc47f32018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - n-Butyl acetate EI-B (Non-derivatized)splash10-0006-9000000000-39d2240c6127402243742018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - n-Butyl acetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-18f78fd162c16cf92c572016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - n-Butyl acetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - n-Butyl acetate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-2c5a161b583d9746461e2015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 10V, Positive-QTOFsplash10-014i-5900000000-03e01fb5394bc95b4d532015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 20V, Positive-QTOFsplash10-0a4i-9100000000-35c26fb8796c3863a2fa2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 40V, Positive-QTOFsplash10-0a4l-9000000000-2525dbaa8637da66925e2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 10V, Negative-QTOFsplash10-014i-7900000000-bad2855f1fabb50b3f082015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 20V, Negative-QTOFsplash10-0a4i-9100000000-5d50582430d2d06c21bc2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 40V, Negative-QTOFsplash10-0a4i-9000000000-f35aa88dd6b01ed75f472015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 10V, Positive-QTOFsplash10-0a4i-9000000000-5c07e735c7edd29a8eb12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 20V, Positive-QTOFsplash10-0a4i-9000000000-1ff4e229d163c68c74032021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 40V, Positive-QTOFsplash10-052f-9000000000-d42a5e91938638c79a032021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 10V, Negative-QTOFsplash10-00di-9200000000-b3e6bccab7b05c4afa7d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 20V, Negative-QTOFsplash10-0a4i-9000000000-c01bbbf5bed889264ddb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - n-Butyl acetate 40V, Negative-QTOFsplash10-0a4l-9000000000-8e71e2b93a16e2be3db12021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
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 QuantifiedNot QuantifiedAdult (>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 QuantifiedNot QuantifiedAdult (>18 years old)Both
Diarrhea-predominant IBS
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>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
FooDB IDFDB003386
KNApSAcK IDC00048958
Chemspider ID29012
KEGG Compound IDC12304
BioCyc IDCPD-13346
BiGG IDNot Available
Wikipedia LinkButyl acetate
METLIN IDNot Available
PubChem Compound31272
PDB ID8JZ
ChEBI ID31328
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1019351
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.. .