Hmdb loader
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 Date2013-01-09 12:11:21 UTC
Update Date2022-03-07 03:17:35 UTC
HMDB IDHMDB0059709
Secondary Accession Numbers
  • HMDB59709
Metabolite Identification
Common Name2-Hydroxybenzyl alcohol
Description2-Hydroxybenzyl alcohol, also known as 2-(hydroxymethyl)phenol or saligenin, belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. 2-Hydroxybenzyl alcohol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Hydroxybenzyl alcohol exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 2-Hydroxybenzyl alcohol has been detected, but not quantified in, several different foods, such as evening primroses, corns, carobs, java plums, and peppermints. This could make 2-hydroxybenzyl alcohol a potential biomarker for the consumption of these foods. A hydroxybenzyl alcohol that is phenol substituted by a hydroxymethyl group at C-2.
Structure
Data?1563865964
Synonyms
ValueSource
2-(Hydroxymethyl)phenolChEBI
SaligeninChEBI
2-MonomethylolphenolHMDB
O-Hydroxybenzyl alcoholHMDB
Salicyl alcohol, monosodium saltHMDB
Salicyl alcohol, disodium saltHMDB
2-Methylol phenolHMDB
Salicyl alcohol, (ar)-isomerHMDB
2-Hydroxybenzyl alcoholChEBI
Salicyl alcoholMeSH
Chemical FormulaC7H8O2
Average Molecular Weight124.1372
Monoisotopic Molecular Weight124.0524295
IUPAC Name2-(hydroxymethyl)phenol
Traditional Namesaligenin
CAS Registry Number90-01-7
SMILES
OCC1=C(O)C=CC=C1
InChI Identifier
InChI=1S/C7H8O2/c8-5-6-3-1-2-4-7(6)9/h1-4,8-9H,5H2
InChI KeyCQRYARSYNCAZFO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyl alcohols
Direct ParentBenzyl alcohols
Alternative Parents
Substituents
  • Benzyl alcohol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
Process
RoleNot Available
Physical Properties
StateSolid
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 Solubility67.7 g/LALOGPS
logP0.4ALOGPS
logP0.9ChemAxon
logS-0.26ALOGPS
pKa (Strongest Acidic)9.92ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity34.85 m³·mol⁻¹ChemAxon
Polarizability12.73 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+124.69831661259
DarkChem[M-H]-121.29431661259
DeepCCS[M+H]+125.46430932474
DeepCCS[M-H]-122.13630932474
DeepCCS[M-2H]-159.29330932474
DeepCCS[M+Na]+134.34630932474
AllCCS[M+H]+126.232859911
AllCCS[M+H-H2O]+121.432859911
AllCCS[M+NH4]+130.732859911
AllCCS[M+Na]+132.032859911
AllCCS[M-H]-123.032859911
AllCCS[M+Na-2H]-125.032859911
AllCCS[M+HCOO]-127.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Hydroxybenzyl alcoholOCC1=C(O)C=CC=C12610.0Standard polar33892256
2-Hydroxybenzyl alcoholOCC1=C(O)C=CC=C11237.3Standard non polar33892256
2-Hydroxybenzyl alcoholOCC1=C(O)C=CC=C11279.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Hydroxybenzyl alcohol,1TMS,isomer #1C[Si](C)(C)OCC1=CC=CC=C1O1355.6Semi standard non polar33892256
2-Hydroxybenzyl alcohol,1TMS,isomer #2C[Si](C)(C)OC1=CC=CC=C1CO1328.4Semi standard non polar33892256
2-Hydroxybenzyl alcohol,2TMS,isomer #1C[Si](C)(C)OCC1=CC=CC=C1O[Si](C)(C)C1422.5Semi standard non polar33892256
2-Hydroxybenzyl alcohol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O1580.6Semi standard non polar33892256
2-Hydroxybenzyl alcohol,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=CC=C1CO1584.6Semi standard non polar33892256
2-Hydroxybenzyl alcohol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1O[Si](C)(C)C(C)(C)C1890.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Hydroxybenzyl alcohol GC-EI-TOF (Non-derivatized)splash10-054k-1930000000-f8172fe371c17c74ba942017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Hydroxybenzyl alcohol GC-EI-TOF (Non-derivatized)splash10-054k-1930000000-f8172fe371c17c74ba942018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Hydroxybenzyl alcohol GC-MS (Non-derivatized) - 70eV, Positivesplash10-05fv-9600000000-4b83c8fac9165343d7202017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Hydroxybenzyl alcohol GC-MS (2 TMS) - 70eV, Positivesplash10-0fmi-9820000000-764178277b32a178f19d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Hydroxybenzyl alcohol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 35V, Negative-QTOFsplash10-05fr-0900000000-8830e8db8fe9e6fc2cff2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 10V, Positive-QTOFsplash10-056r-0900000000-26796fdc9610ea8565272015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 20V, Positive-QTOFsplash10-0a4i-2900000000-def588b8f7c1a2eba3a62015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 40V, Positive-QTOFsplash10-0kdi-9300000000-ec394c5392261ee223532015-05-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 10V, Negative-QTOFsplash10-00di-1900000000-d7edee8f33d4463aca0a2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 20V, Negative-QTOFsplash10-006x-7900000000-f516d939b84e1234ef9a2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 40V, Negative-QTOFsplash10-0006-9000000000-43ab8019010e4f0e942b2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 10V, Positive-QTOFsplash10-0a6r-2900000000-6d392cc36741f85addec2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 20V, Positive-QTOFsplash10-0a6r-8900000000-acdbc06ff746a237eaab2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 40V, Positive-QTOFsplash10-0fvi-9000000000-85b945b4c4c6044e65c62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 10V, Negative-QTOFsplash10-006x-9800000000-3d5053269318518fc7892021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 20V, Negative-QTOFsplash10-0a4i-4900000000-39a17328b495f62bd3982021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Hydroxybenzyl alcohol 40V, Negative-QTOFsplash10-00r6-9200000000-4f70aa55c8e8f60072f62021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDFDB031162
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC02323
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSalicyl alcohol
METLIN IDNot Available
PubChem Compound5146
PDB IDNot Available
ChEBI ID16464
Food Biomarker OntologyNot Available
VMH ID2HYMEPH
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Roux A, Xu Y, Heilier JF, Olivier MF, Ezan E, Tabet JC, Junot C: Annotation of the human adult urinary metabolome and metabolite identification using ultra high performance liquid chromatography coupled to a linear quadrupole ion trap-Orbitrap mass spectrometer. Anal Chem. 2012 Aug 7;84(15):6429-37. doi: 10.1021/ac300829f. Epub 2012 Jul 17. [PubMed:22770225 ]