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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:34 UTC
Update Date2023-02-21 17:22:44 UTC
HMDB IDHMDB0032901
Secondary Accession Numbers
  • HMDB32901
Metabolite Identification
Common NameYuzu lactone
DescriptionYuzu lactone belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Yuzu lactone has been detected, but not quantified in, citrus. This could make yuzu lactone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Yuzu lactone.
Structure
Data?1677000164
Synonyms
ValueSource
9-Dodecen-12-olideHMDB
Oxacyclotridec-10-en-2-one, 9ciHMDB
Chemical FormulaC12H20O2
Average Molecular Weight196.286
Monoisotopic Molecular Weight196.146329884
IUPAC Name(10E)-1-oxacyclotridec-10-en-2-one
Traditional Name(10E)-1-oxacyclotridec-10-en-2-one
CAS Registry Number79894-05-6
SMILES
O=C1CCCCCCC\C=C\CCO1
InChI Identifier
InChI=1S/C12H20O2/c13-12-10-8-6-4-2-1-3-5-7-9-11-14-12/h5,7H,1-4,6,8-11H2/b7-5+
InChI KeyFZKPUQQWULXMCD-FNORWQNLSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassMacrolides and analogues
Sub ClassNot Available
Direct ParentMacrolides and analogues
Alternative Parents
Substituents
  • Macrolide
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point335.38 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility56.18 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.367 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.017 g/LALOGPS
logP4.22ALOGPS
logP3.34ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity58.23 m³·mol⁻¹ChemAxon
Polarizability22.79 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+148.57831661259
DarkChem[M-H]-145.91231661259
DeepCCS[M+H]+150.28130932474
DeepCCS[M-H]-146.61930932474
DeepCCS[M-2H]-184.22330932474
DeepCCS[M+Na]+159.88630932474
AllCCS[M+H]+144.432859911
AllCCS[M+H-H2O]+139.932859911
AllCCS[M+NH4]+148.532859911
AllCCS[M+Na]+149.732859911
AllCCS[M-H]-152.132859911
AllCCS[M+Na-2H]-153.032859911
AllCCS[M+HCOO]-154.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Yuzu lactoneO=C1CCCCCCC\C=C\CCO12018.1Standard polar33892256
Yuzu lactoneO=C1CCCCCCC\C=C\CCO11520.8Standard non polar33892256
Yuzu lactoneO=C1CCCCCCC\C=C\CCO11566.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Yuzu lactone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-0900000000-09e85d615649d31a684f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Yuzu lactone 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 - Yuzu lactone 10V, Positive-QTOFsplash10-0002-0900000000-726a28ec7cd3badb8fea2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 20V, Positive-QTOFsplash10-0f6t-3900000000-97fcff4c2b0539c4859e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 40V, Positive-QTOFsplash10-052f-9400000000-878c8f2c5953ebdbf91e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 10V, Negative-QTOFsplash10-0002-0900000000-74c36b8e77c3faf719ff2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 20V, Negative-QTOFsplash10-0002-3900000000-b65a4e396a782a0734a92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 40V, Negative-QTOFsplash10-0a4l-9800000000-095c65812f1225e9e0ef2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 10V, Positive-QTOFsplash10-0002-0900000000-38a52991d8d776f6ea752021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 20V, Positive-QTOFsplash10-002b-0900000000-436dd4ccf73aae67c29c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 40V, Positive-QTOFsplash10-004i-0900000000-afe20a64f3eefb5669372021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 10V, Negative-QTOFsplash10-0002-0900000000-ef43b29361591e9067152021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 20V, Negative-QTOFsplash10-0002-0900000000-ef43b29361591e9067152021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Yuzu lactone 40V, Negative-QTOFsplash10-0006-0900000000-18d46cfbd5bd0bdc62f32021-09-22Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB010884
KNApSAcK IDC00057564
Chemspider ID30776960
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14539994
PDB IDNot Available
ChEBI ID172057
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1627441
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.. .