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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:43:41 UTC
Update Date2022-03-07 02:53:00 UTC
HMDB IDHMDB0031498
Secondary Accession Numbers
  • HMDB31498
Metabolite Identification
Common Name(Z)-3-Hexenal
Description(Z)-3-Hexenal, also known as (3Z)-hexenal, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, (Z)-3-hexenal is considered to be a fatty aldehyde (Z)-3-Hexenal is an apple, fatty, and fruity tasting compound (Z)-3-Hexenal has been detected, but not quantified in, several different foods, such as lima beans (Phaseolus lunatus), lambsquarters (Chenopodium album), kombus (Saccharina japonica), arrowroots (Maranta arundinacea), and oregon yampahs (Perideridia oregana). This could make (Z)-3-hexenal a potential biomarker for the consumption of these foods (Z)-3-Hexenal is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on (Z)-3-Hexenal.
Structure
Data?1600199510
Synonyms
ValueSource
(3Z)-HexenalChEBI
(3Z)-3-HexenalHMDB
(Z)-3-Hexen-1-alHMDB
(Z)-Hex-3-enalHMDB
3-(Z)-HexenalHMDB
cis-3-HexenalHMDB
FEMA 2561HMDB
Hex-cis-3-enalHMDB
(e)-2-HexanalMeSH, HMDB
e-2-HexanalMeSH, HMDB
Caproic aldehydeMeSH, HMDB
CapronaldehydeMeSH, HMDB
HexanalMeSH, HMDB
N-HexanalMeSH, HMDB
HexanaldehydeMeSH, HMDB
3-HexenalMeSH, HMDB
(Z)-3-HexenalMeSH
Chemical FormulaC6H10O
Average Molecular Weight98.143
Monoisotopic Molecular Weight98.073164942
IUPAC Name(3Z)-hex-3-enal
Traditional Namecis-3-hexenal
CAS Registry Number6789-80-6
SMILES
CC\C=C/CC=O
InChI Identifier
InChI=1S/C6H10O/c1-2-3-4-5-6-7/h3-4,6H,2,5H2,1H3/b4-3-
InChI KeyGXANMBISFKBPEX-ARJAWSKDSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentMedium-chain aldehydes
Alternative Parents
Substituents
  • Medium-chain aldehyde
  • Alpha-hydrogen aldehyde
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point20.00 °C. @ 0.20 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP1.432 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility4.44 g/LALOGPS
logP1.61ALOGPS
logP1.29ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)18.39ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.26 m³·mol⁻¹ChemAxon
Polarizability11.41 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]+122.5931661259
DarkChem[M-H]-115.9631661259
DeepCCS[M+H]+126.33330932474
DeepCCS[M-H]-124.03230932474
DeepCCS[M-2H]-159.99330932474
DeepCCS[M+Na]+134.4830932474
AllCCS[M+H]+124.632859911
AllCCS[M+H-H2O]+120.232859911
AllCCS[M+NH4]+128.832859911
AllCCS[M+Na]+129.932859911
AllCCS[M-H]-129.032859911
AllCCS[M+Na-2H]-132.832859911
AllCCS[M+HCOO]-137.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(Z)-3-HexenalCC\C=C/CC=O1135.7Standard polar33892256
(Z)-3-HexenalCC\C=C/CC=O769.0Standard non polar33892256
(Z)-3-HexenalCC\C=C/CC=O808.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(Z)-3-Hexenal,1TMS,isomer #1CC/C=C\C=CO[Si](C)(C)C1072.8Semi standard non polar33892256
(Z)-3-Hexenal,1TMS,isomer #1CC/C=C\C=CO[Si](C)(C)C1046.6Standard non polar33892256
(Z)-3-Hexenal,1TBDMS,isomer #1CC/C=C\C=CO[Si](C)(C)C(C)(C)C1314.3Semi standard non polar33892256
(Z)-3-Hexenal,1TBDMS,isomer #1CC/C=C\C=CO[Si](C)(C)C(C)(C)C1240.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - (Z)-3-Hexenal EI-B (Non-derivatized)splash10-0006-9000000000-e5a3c79d27472fedbaa82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - (Z)-3-Hexenal EI-B (Non-derivatized)splash10-0006-9000000000-e5a3c79d27472fedbaa82018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (Z)-3-Hexenal GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6u-9000000000-a8fa37c7f750f98c77712017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (Z)-3-Hexenal GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-3fc6eede17f9373783552015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 10V, Positive-QTOFsplash10-0002-9000000000-12bdaf9a6b3bd67824572016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 20V, Positive-QTOFsplash10-000t-9000000000-e1aded4ef04348f8bb632016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 40V, Positive-QTOFsplash10-052f-9000000000-11e4baaa95b766b3739f2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 10V, Negative-QTOFsplash10-0002-9000000000-8bd3bf55e81213a76b572016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 20V, Negative-QTOFsplash10-0002-9000000000-2db5c1b677eabce1e1772016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 40V, Negative-QTOFsplash10-0006-9000000000-2ebc07e0dec1ebb59a702016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 10V, Negative-QTOFsplash10-0002-9000000000-21c5ae8d52f2e0f4cd332021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 20V, Negative-QTOFsplash10-004i-9000000000-53c4fe80e1167a9fbd5f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 40V, Negative-QTOFsplash10-00kf-9000000000-4c54504b9fc5e212f6892021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 10V, Positive-QTOFsplash10-053r-9000000000-99dbfbe40316bfec06262021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 20V, Positive-QTOFsplash10-0apu-9000000000-ec7e7393a807e4e800232021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-3-Hexenal 40V, Positive-QTOFsplash10-0kdr-9000000000-3a407c8e8a688c2f37222021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008085
KNApSAcK IDC00000352
Chemspider ID559032
KEGG Compound IDC16310
BioCyc IDCIS-3-HEXENAL
BiGG IDNot Available
Wikipedia LinkCis-3-Hexenal
METLIN IDNot Available
PubChem Compound643941
PDB IDNot Available
ChEBI ID23292
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1013911
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.. .