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 Date2012-09-12 00:27:39 UTC
Update Date2023-02-21 17:26:51 UTC
HMDB IDHMDB0039101
Secondary Accession Numbers
  • HMDB39101
Metabolite Identification
Common NameEtrogol
DescriptionEtrogol belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group. Etrogol has been detected, but not quantified in, citrus and sweet oranges (Citrus sinensis). This could make etrogol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Etrogol.
Structure
Data?1677000411
Synonyms
ValueSource
2-[4-(Prenyloxy)phenyl]ethanolHMDB
Chemical FormulaC13H18O2
Average Molecular Weight206.2808
Monoisotopic Molecular Weight206.13067982
IUPAC Name2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethan-1-ol
Traditional Name2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}ethanol
CAS Registry Number119417-97-9
SMILES
CC(C)=CCOC1=CC=C(CCO)C=C1
InChI Identifier
InChI=1S/C13H18O2/c1-11(2)8-10-15-13-5-3-12(4-6-13)7-9-14/h3-6,8,14H,7,9-10H2,1-2H3
InChI KeyIBVFUNAQXWFZQB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tyrosols and derivatives. Tyrosols and derivatives are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassTyrosols and derivatives
Direct ParentTyrosols and derivatives
Alternative Parents
Substituents
  • Tyrosol derivative
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.22 g/LALOGPS
logP2.95ALOGPS
logP2.7ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)15.91ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity63.21 m³·mol⁻¹ChemAxon
Polarizability24.31 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]+146.90731661259
DarkChem[M-H]-145.5931661259
DeepCCS[M+H]+146.30630932474
DeepCCS[M-H]-143.38630932474
DeepCCS[M-2H]-179.57430932474
DeepCCS[M+Na]+155.11230932474
AllCCS[M+H]+146.732859911
AllCCS[M+H-H2O]+142.832859911
AllCCS[M+NH4]+150.332859911
AllCCS[M+Na]+151.332859911
AllCCS[M-H]-152.232859911
AllCCS[M+Na-2H]-152.832859911
AllCCS[M+HCOO]-153.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
EtrogolCC(C)=CCOC1=CC=C(CCO)C=C12645.1Standard polar33892256
EtrogolCC(C)=CCOC1=CC=C(CCO)C=C11682.0Standard non polar33892256
EtrogolCC(C)=CCOC1=CC=C(CCO)C=C11730.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Etrogol,1TMS,isomer #1CC(C)=CCOC1=CC=C(CCO[Si](C)(C)C)C=C11799.5Semi standard non polar33892256
Etrogol,1TBDMS,isomer #1CC(C)=CCOC1=CC=C(CCO[Si](C)(C)C(C)(C)C)C=C12022.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Etrogol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4r-4900000000-b392ac8737bf1a22900d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Etrogol GC-MS (1 TMS) - 70eV, Positivesplash10-074j-9550000000-09b00fcc3a4c5e051c9e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Etrogol 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 - Etrogol 10V, Positive-QTOFsplash10-052r-2950000000-8ddb0993216b7e026ff42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 20V, Positive-QTOFsplash10-014r-9810000000-13973824783ab05326e92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 40V, Positive-QTOFsplash10-0gi0-9600000000-6dbe6286655e3fddba5e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 10V, Negative-QTOFsplash10-0a4i-0980000000-62c2ee123d14bb35c5d02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 20V, Negative-QTOFsplash10-0a4r-1910000000-679e3f0d5a8cde5c6a572016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 40V, Negative-QTOFsplash10-066r-4900000000-20479e797af9d8c606db2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 10V, Positive-QTOFsplash10-0a4i-1970000000-835a1ff06026d620a3182021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 20V, Positive-QTOFsplash10-014i-9200000000-6260dab4b32f230df87c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 40V, Positive-QTOFsplash10-0006-9300000000-cf339b2e3499b3dd58542021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 10V, Negative-QTOFsplash10-014i-0900000000-972f865a96261dcb891a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 20V, Negative-QTOFsplash10-014i-0900000000-3e47897c5914ed06763a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Etrogol 40V, Negative-QTOFsplash10-014i-0900000000-67f6aec16ccad0e37dcf2021-09-22Wishart 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+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 IDFDB018607
KNApSAcK IDC00056597
Chemspider ID8573510
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10398072
PDB IDNot Available
ChEBI ID70079
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .