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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:43:35 UTC
Update Date2022-03-07 02:52:59 UTC
HMDB IDHMDB0031482
Secondary Accession Numbers
  • HMDB31482
Metabolite Identification
Common Name3-Heptanone
Description3-Heptanone, also known as aethylbutylketon, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 3-heptanone is considered to be an oxygenated hydrocarbon. 3-Heptanone is a fatty, fruity, and green tasting compound. 3-Heptanone has been detected, but not quantified in, a few different foods, such as corns (Zea mays), spearmints (Mentha spicata), and sweet cherries (Prunus avium). This could make 3-heptanone a potential biomarker for the consumption of these foods. 3-Heptanone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 3-Heptanone.
Structure
Data?1563862131
Synonyms
ValueSource
AethylbutylketonChEBI
Butyl ethyl ketoneChEBI
Ethyl N-butyl ketoneChEBI
Ethyl-N-butyl ketoneChEBI
EthylbutylcetoneChEBI
N-Butyl ethyl ketoneChEBI
Alkaline potassium sodium tartrateHMDB
Eptan-3-oneHMDB
Ethyl butyl ketoneHMDB
Ethyl butyl ketone 3-heptanoneHMDB
EthylbutylketonHMDB
EtilbutilchetoneHMDB
Fehling'S reagent II for sugarsHMDB
FEMA 2545HMDB
Heptan-3-ONHMDB
Heptan-3-oneHMDB
N-C4H9COC2H5HMDB
N-Heptan-3-oneHMDB
3-HeptanoneChEBI
Chemical FormulaC7H14O
Average Molecular Weight114.1855
Monoisotopic Molecular Weight114.10446507
IUPAC Nameheptan-3-one
Traditional Name3-heptanone
CAS Registry Number106-35-4
SMILES
CCCCC(=O)CC
InChI Identifier
InChI=1S/C7H14O/c1-3-5-6-7(8)4-2/h3-6H2,1-2H3
InChI KeyNGAZZOYFWWSOGK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-39 °CNot Available
Boiling Point146.00 to 148.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility4.3 mg/mL at 20 °CNot Available
LogP1.996 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.96 g/LALOGPS
logP2.09ALOGPS
logP2.4ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.65 m³·mol⁻¹ChemAxon
Polarizability14.27 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]+124.61231661259
DarkChem[M-H]-121.99331661259
DeepCCS[M+H]+131.28530932474
DeepCCS[M-H]-128.60830932474
DeepCCS[M-2H]-165.01830932474
DeepCCS[M+Na]+139.56430932474
AllCCS[M+H]+129.432859911
AllCCS[M+H-H2O]+125.132859911
AllCCS[M+NH4]+133.432859911
AllCCS[M+Na]+134.632859911
AllCCS[M-H]-132.832859911
AllCCS[M+Na-2H]-136.032859911
AllCCS[M+HCOO]-139.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-HeptanoneCCCCC(=O)CC1148.6Standard polar33892256
3-HeptanoneCCCCC(=O)CC853.7Standard non polar33892256
3-HeptanoneCCCCC(=O)CC869.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Heptanone,1TMS,isomer #1CC=C(CCCC)O[Si](C)(C)C1062.3Semi standard non polar33892256
3-Heptanone,1TMS,isomer #1CC=C(CCCC)O[Si](C)(C)C1053.7Standard non polar33892256
3-Heptanone,1TMS,isomer #2CCCC=C(CC)O[Si](C)(C)C1083.2Semi standard non polar33892256
3-Heptanone,1TMS,isomer #2CCCC=C(CC)O[Si](C)(C)C1055.6Standard non polar33892256
3-Heptanone,1TBDMS,isomer #1CC=C(CCCC)O[Si](C)(C)C(C)(C)C1279.8Semi standard non polar33892256
3-Heptanone,1TBDMS,isomer #1CC=C(CCCC)O[Si](C)(C)C(C)(C)C1241.8Standard non polar33892256
3-Heptanone,1TBDMS,isomer #2CCCC=C(CC)O[Si](C)(C)C(C)(C)C1291.9Semi standard non polar33892256
3-Heptanone,1TBDMS,isomer #2CCCC=C(CC)O[Si](C)(C)C(C)(C)C1257.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3-Heptanone EI-B (Non-derivatized)splash10-056r-9000000000-4e65dc079db33fe23a4b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Heptanone EI-B (Non-derivatized)splash10-0a6r-9000000000-40ada3eeb51322d0129f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Heptanone EI-B (Non-derivatized)splash10-0a6r-9000000000-884a26b430e5a2b0ca432017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Heptanone EI-B (Non-derivatized)splash10-0ab9-9100000000-0bdca1841d57cf5f49f62017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Heptanone EI-B (Non-derivatized)splash10-056r-9000000000-4e65dc079db33fe23a4b2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Heptanone EI-B (Non-derivatized)splash10-0a6r-9000000000-40ada3eeb51322d0129f2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Heptanone EI-B (Non-derivatized)splash10-0a6r-9000000000-884a26b430e5a2b0ca432018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Heptanone EI-B (Non-derivatized)splash10-0ab9-9100000000-0bdca1841d57cf5f49f62018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Heptanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9000000000-a320b93f9115562ce5f62017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Heptanone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Heptanone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 10V, Positive-QTOFsplash10-014i-3900000000-cc0299b1fd1f8d3066fa2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 20V, Positive-QTOFsplash10-066u-9300000000-6831d09e5cd8fc71f5182016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 40V, Positive-QTOFsplash10-0a4l-9000000000-b0923efd762ce51af5db2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 10V, Negative-QTOFsplash10-03di-1900000000-ed06430f7e365b62957c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 20V, Negative-QTOFsplash10-03di-9800000000-86d6d6228d505357fc8f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 40V, Negative-QTOFsplash10-0aou-9000000000-b6800cb34f7041dc13992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 10V, Positive-QTOFsplash10-0a4i-9000000000-e5f9eee19c5507170ec72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 20V, Positive-QTOFsplash10-0a4i-9000000000-7b0a60d669f2350c1b682021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 40V, Positive-QTOFsplash10-0a4i-9000000000-4e5af4aed079f320ab942021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 10V, Negative-QTOFsplash10-03di-1900000000-9a528a431b2e9c0205072021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 20V, Negative-QTOFsplash10-0bu0-9300000000-8beb1e276bd09d17aee22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Heptanone 40V, Negative-QTOFsplash10-0a4i-9000000000-57385ebe4566be6e6e972021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Ulcerative Colitis
details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008058
KNApSAcK IDC00011627
Chemspider ID7514
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link3-Heptanone
METLIN IDNot Available
PubChem Compound7802
PDB IDNot Available
ChEBI ID50139
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1025651
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .