Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:50:41 UTC
Update Date2023-02-21 17:22:26 UTC
HMDB IDHMDB0032594
Secondary Accession Numbers
  • HMDB32594
Metabolite Identification
Common Name2-(Hydroxymethyl)benzoic acid
Description2-(Hydroxymethyl)benzoic acid, also known as 2-carboxybenzyl alcohol or a-hydroxy-O-toluic acid, 8CI, belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group. Based on a literature review a significant number of articles have been published on 2-(Hydroxymethyl)benzoic acid.
Structure
Data?1677000146
Synonyms
ValueSource
2-Hydroxymethylbenzoic acidKegg
2-HydroxymethylbenzoateGenerator
2-(Hydroxymethyl)benzoateGenerator
2-(Hydroxymethyl)-benzoic acidHMDB
2-Carboxybenzyl alcoholHMDB
2-Hydroxymethyl-benzoic acidHMDB
2-Methylolbenzoic acidHMDB
a-Hydroxy-O-toluic acid, 8ciHMDB
alpha-Hydroxy-O-toluic acidHMDB
Benzoic acid, 2-(hydroxymethyl)- (9ci)HMDB
Benzyl alcohol 2-carboxylic acidHMDB
O-Toluic acid, alpha-hydroxy- (8ci)HMDB
Chemical FormulaC8H8O3
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
IUPAC Name2-(hydroxymethyl)benzoic acid
Traditional Name2-hydroxymethylbenzoic acid
CAS Registry Number612-20-4
SMILES
OCC1=CC=CC=C1C(O)=O
InChI Identifier
InChI=1S/C8H8O3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,9H,5H2,(H,10,11)
InChI KeyMGMNPSAERQZUIM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acids
Alternative Parents
Substituents
  • Benzoic acid
  • Benzyl alcohol
  • Benzoyl
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point127 - 128 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility4.28 mg/mL at 20 °CNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.1 g/LALOGPS
logP0.73ALOGPS
logP0.86ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)3.72ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.13 m³·mol⁻¹ChemAxon
Polarizability14.86 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]+131.59831661259
DarkChem[M-H]-129.95331661259
DeepCCS[M+H]+130.74630932474
DeepCCS[M-H]-127.0330932474
DeepCCS[M-2H]-163.97530932474
DeepCCS[M+Na]+139.3130932474
AllCCS[M+H]+132.332859911
AllCCS[M+H-H2O]+127.832859911
AllCCS[M+NH4]+136.532859911
AllCCS[M+Na]+137.832859911
AllCCS[M-H]-127.932859911
AllCCS[M+Na-2H]-129.232859911
AllCCS[M+HCOO]-130.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-(Hydroxymethyl)benzoic acidOCC1=CC=CC=C1C(O)=O2645.8Standard polar33892256
2-(Hydroxymethyl)benzoic acidOCC1=CC=CC=C1C(O)=O1458.7Standard non polar33892256
2-(Hydroxymethyl)benzoic acidOCC1=CC=CC=C1C(O)=O1529.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-(Hydroxymethyl)benzoic acid,1TMS,isomer #1C[Si](C)(C)OCC1=CC=CC=C1C(=O)O1601.3Semi standard non polar33892256
2-(Hydroxymethyl)benzoic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)C1=CC=CC=C1CO1532.6Semi standard non polar33892256
2-(Hydroxymethyl)benzoic acid,2TMS,isomer #1C[Si](C)(C)OCC1=CC=CC=C1C(=O)O[Si](C)(C)C1607.8Semi standard non polar33892256
2-(Hydroxymethyl)benzoic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1C(=O)O1847.8Semi standard non polar33892256
2-(Hydroxymethyl)benzoic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC=C1CO1759.3Semi standard non polar33892256
2-(Hydroxymethyl)benzoic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC1=CC=CC=C1C(=O)O[Si](C)(C)C(C)(C)C2063.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-(Hydroxymethyl)benzoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pc0-1900000000-b50a0149bf62d2c1def02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(Hydroxymethyl)benzoic acid GC-MS (2 TMS) - 70eV, Positivesplash10-05fr-8390000000-55dfc04bbabec9ef4a992017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(Hydroxymethyl)benzoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(Hydroxymethyl)benzoic acid 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 - 2-(Hydroxymethyl)benzoic acid 10V, Positive-QTOFsplash10-0udi-0900000000-a6f6e6f376acc5f7fa532016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 20V, Positive-QTOFsplash10-0a4r-0900000000-2cdd2340d148faea8d152016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 40V, Positive-QTOFsplash10-0a4i-9700000000-4d0dbce0e1694ce843802016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 10V, Negative-QTOFsplash10-0udi-0900000000-8eb2872e7e97946aba662016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 20V, Negative-QTOFsplash10-0pk9-2900000000-4c24e96827f9f9ceaf372016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 40V, Negative-QTOFsplash10-004i-9300000000-4a395bb338946eb1ca4c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 10V, Negative-QTOFsplash10-00b9-5900000000-1ab5a5a6d897c8ced8102021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 20V, Negative-QTOFsplash10-004i-9200000000-13c8811ab3ea7562ed3f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 40V, Negative-QTOFsplash10-004i-9000000000-5cb984cc7fcaff3575702021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 10V, Positive-QTOFsplash10-0673-1900000000-018c6a3866f37bdfb0b02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 20V, Positive-QTOFsplash10-014l-4900000000-7c22cbb1f65d82355eea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Hydroxymethyl)benzoic acid 40V, Positive-QTOFsplash10-0ftf-9100000000-942355a29c0e863ec8072021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H 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 Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Diarrhea-predominant IBS
details
Associated Disorders and Diseases
Disease References
Diarrhoea predominant irritable bowel syndrome
  1. Ahmed I, Greenwood R, Costello Bde L, Ratcliffe NM, Probert CS: An investigation of fecal volatile organic metabolites in irritable bowel syndrome. PLoS One. 2013;8(3):e58204. doi: 10.1371/journal.pone.0058204. Epub 2013 Mar 13. [PubMed:23516449 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010531
KNApSAcK IDC00002658
Chemspider ID11426
KEGG Compound IDC10804
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11920
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1830411
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.. .