Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:45 UTC
Update Date2023-02-21 17:22:28 UTC
HMDB IDHMDB0032607
Secondary Accession Numbers
  • HMDB32607
Metabolite Identification
Common Name(±)-threo-Anethole glycol
Description(±)-threo-Anethole glycol belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety (±)-threo-Anethole glycol has been detected, but not quantified in, fruits. This could make (±)-threo-anethole glycol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (±)-threo-Anethole glycol.
Structure
Data?1677000148
Synonyms
ValueSource
Anethole glycolHMDB
Chemical FormulaC10H14O3
Average Molecular Weight182.2164
Monoisotopic Molecular Weight182.094294314
IUPAC Name(1S,2S)-1-(4-methoxyphenyl)propane-1,2-diol
Traditional Name(1S,2S)-1-(4-methoxyphenyl)propane-1,2-diol
CAS Registry Number94497-49-1
SMILES
COC1=CC=C(C=C1)[C@H](O)[C@H](C)O
InChI Identifier
InChI=1S/C10H14O3/c1-7(11)10(12)8-3-5-9(13-2)6-4-8/h3-7,10-12H,1-2H3/t7-,10+/m0/s1
InChI KeyMRDZSBVJWOXBRW-OIBJUYFYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • Phenoxy compound
  • Methoxybenzene
  • Phenol ether
  • Anisole
  • Alkyl aryl ether
  • Secondary alcohol
  • 1,2-diol
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point118 - 119 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility8572 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility24.3 g/LALOGPS
logP1.17ALOGPS
logP0.83ChemAxon
logS-0.87ALOGPS
pKa (Strongest Acidic)13.46ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.72 m³·mol⁻¹ChemAxon
Polarizability19.64 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+143.87931661259
DarkChem[M-H]-143.73831661259
DeepCCS[M+H]+151.42330932474
DeepCCS[M-H]-149.02730932474
DeepCCS[M-2H]-182.27630932474
DeepCCS[M+Na]+157.36130932474
AllCCS[M+H]+142.232859911
AllCCS[M+H-H2O]+138.032859911
AllCCS[M+NH4]+146.232859911
AllCCS[M+Na]+147.332859911
AllCCS[M-H]-141.832859911
AllCCS[M+Na-2H]-142.832859911
AllCCS[M+HCOO]-144.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(??)-threo-Anethole glycolCOC1=CC=C(C=C1)[C@H](O)[C@H](C)O2955.0Standard polar33892256
(??)-threo-Anethole glycolCOC1=CC=C(C=C1)[C@H](O)[C@H](C)O1563.0Standard non polar33892256
(??)-threo-Anethole glycolCOC1=CC=C(C=C1)[C@H](O)[C@H](C)O1592.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(??)-threo-Anethole glycol,1TMS,isomer #1COC1=CC=C([C@H](O[Si](C)(C)C)[C@H](C)O)C=C11649.4Semi standard non polar33892256
(??)-threo-Anethole glycol,1TMS,isomer #2COC1=CC=C([C@H](O)[C@H](C)O[Si](C)(C)C)C=C11649.5Semi standard non polar33892256
(??)-threo-Anethole glycol,2TMS,isomer #1COC1=CC=C([C@H](O[Si](C)(C)C)[C@H](C)O[Si](C)(C)C)C=C11692.7Semi standard non polar33892256
(??)-threo-Anethole glycol,1TBDMS,isomer #1COC1=CC=C([C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O)C=C11892.2Semi standard non polar33892256
(??)-threo-Anethole glycol,1TBDMS,isomer #2COC1=CC=C([C@H](O)[C@H](C)O[Si](C)(C)C(C)(C)C)C=C11895.4Semi standard non polar33892256
(??)-threo-Anethole glycol,2TBDMS,isomer #1COC1=CC=C([C@H](O[Si](C)(C)C(C)(C)C)[C@H](C)O[Si](C)(C)C(C)(C)C)C=C12169.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (±)-threo-Anethole glycol GC-MS (Non-derivatized) - 70eV, Positivesplash10-000j-7900000000-757249477c78a95287192017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (±)-threo-Anethole glycol GC-MS (2 TMS) - 70eV, Positivesplash10-0999-8794000000-faaca0763d51755e4c8f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (±)-threo-Anethole glycol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (±)-threo-Anethole glycol 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 - (±)-threo-Anethole glycol 10V, Positive-QTOFsplash10-00lr-0900000000-3ed98b4920ef036f36e32016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 20V, Positive-QTOFsplash10-0159-0900000000-43fb1a6ce8ef38b70bf92016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 40V, Positive-QTOFsplash10-05nk-3900000000-44bbed2b50b234ef807a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 10V, Negative-QTOFsplash10-001i-0900000000-73660ea6a9b565fac2722016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 20V, Negative-QTOFsplash10-0a59-1900000000-e655bc85755f978c714a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 40V, Negative-QTOFsplash10-0a4i-6900000000-1f3fce2f56f27bcbbfbd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 10V, Negative-QTOFsplash10-001i-0900000000-7760afff0d9ed72241862021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 20V, Negative-QTOFsplash10-05gi-1900000000-3642810d8465f44657e02021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 40V, Negative-QTOFsplash10-052f-9700000000-480a5dbc59b69f58c97e2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 10V, Positive-QTOFsplash10-00xr-0900000000-1cc31916a31256190af82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 20V, Positive-QTOFsplash10-05mk-3900000000-aa9c121116f81818c55e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-threo-Anethole glycol 40V, Positive-QTOFsplash10-0a59-9600000000-a5992cd22bdfa5648dc42021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart 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+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
  • 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 IDFDB012369
KNApSAcK IDNot Available
Chemspider ID10276083
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3016654
PDB IDNot Available
ChEBI ID168966
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1830471
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.. .