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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:43:44 UTC
Update Date2021-10-13 06:16:12 UTC
HMDB IDHMDB0031509
Secondary Accession Numbers
  • HMDB31509
Metabolite Identification
Common NameEthyl (±)-3-hydroxyhexanoate
DescriptionEthyl (±)-3-hydroxyhexanoate belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Ethyl (±)-3-hydroxyhexanoate is a citrus, fresh, and fruity tasting compound. Ethyl (±)-3-hydroxyhexanoate is found, on average, in the highest concentration within red wine. Ethyl (±)-3-hydroxyhexanoate has also been detected, but not quantified in, several different foods, such as alcoholic beverages, asian pears (Pyrus pyrifolia), citrus, and fruits. This could make ethyl (±)-3-hydroxyhexanoate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Ethyl (±)-3-hydroxyhexanoate.
Structure
Data?1563862134
Synonyms
ValueSource
Ethyl (±)-3-hydroxyhexanoic acidGenerator
3-Hydroxyhexanoic acid ethyl esterHMDB
Ethyl 3-hydroxyhexanoateHMDB
Ethyl hydroxy-3-hexanoateHMDB
FEMA 3545HMDB
Ethyl 3-hydroxy-hexanoic acidGenerator
Chemical FormulaC8H16O3
Average Molecular Weight160.2108
Monoisotopic Molecular Weight160.109944378
IUPAC Nameethyl 3-hydroxyhexanoate
Traditional Nameethyl 3-hydroxyhexanoate
CAS Registry Number2305-25-1
SMILES
CCCC(O)CC(=O)OCC
InChI Identifier
InChI=1S/C8H16O3/c1-3-5-7(9)6-8(10)11-4-2/h7,9H,3-6H2,1-2H3
InChI KeyLYRIITRHDCNUHV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassBeta hydroxy acids and derivatives
Direct ParentBeta hydroxy acids and derivatives
Alternative Parents
Substituents
  • Fatty acid ester
  • Beta-hydroxy acid
  • Fatty acyl
  • Secondary alcohol
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point101.00 to 102.00 °C. @ 14.00 mm HgThe Good Scents Company Information System
Water Solubility17480 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.117 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility38.3 g/LALOGPS
logP10(1.32) g/LALOGPS
logP10(1.08) g/LChemAxon
logS10(-0.62) g/LALOGPS
pKa (Strongest Acidic)15ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity42.11 m³·mol⁻¹ChemAxon
Polarizability17.81 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+136.64131661259
DarkChem[M-H]-135.86331661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ethyl (??)-3-hydroxyhexanoate,1TMS,#1CCCC(CC(=O)OCC)O[Si](C)(C)C1242.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
Ethyl (??)-3-hydroxyhexanoate,1TBDMS,#1CCCC(CC(=O)OCC)O[Si](C)(C)C(C)(C)C1457.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl (±)-3-hydroxyhexanoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00g3-9100000000-b0d9fa483326528031c82016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl (±)-3-hydroxyhexanoate GC-MS (1 TMS) - 70eV, Positivesplash10-00bm-9310000000-99afec036676702efd212017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 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 - Ethyl (±)-3-hydroxyhexanoate 10V, Positive-QTOFsplash10-01ox-3900000000-8a1daff13592aac44aae2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 20V, Positive-QTOFsplash10-00ke-9500000000-6fd15129ac83a33a89d52016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 40V, Positive-QTOFsplash10-0006-9000000000-75590577be06daabb9ca2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 10V, Negative-QTOFsplash10-0bt9-3900000000-9a5f4cc90e2d0999fb362016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 20V, Negative-QTOFsplash10-08g4-9500000000-3d6fbb4e82c8bcb050fd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 40V, Negative-QTOFsplash10-0007-9100000000-4315d38987ef2680fe782016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 10V, Negative-QTOFsplash10-052r-9600000000-73510e94b576f3a06a942021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 20V, Negative-QTOFsplash10-052o-9000000000-83e6ee89c46e90fec1082021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 40V, Negative-QTOFsplash10-052f-9000000000-b2a6c07297e3c6c6884a2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 10V, Positive-QTOFsplash10-06di-9300000000-9a068be9d137b9c0b74e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 20V, Positive-QTOFsplash10-0005-9000000000-b5bce077521005b4cc0c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl (±)-3-hydroxyhexanoate 40V, Positive-QTOFsplash10-0006-9000000000-7f67472fb1de7626ecbd2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H 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 IDFDB008100
KNApSAcK IDC00053045
Chemspider ID55232
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61293
PDB IDNot Available
ChEBI ID23997
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1020221
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.. .