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 Date2012-09-12 01:43:10 UTC
Update Date2022-03-07 02:56:29 UTC
HMDB IDHMDB0040177
Secondary Accession Numbers
  • HMDB40177
Metabolite Identification
Common Name3-Ethyl-1,2-benzenediol
Description3-Ethyl-1,2-benzenediol, also known as 2,3-dihydroxyethylbenzene, belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. 3-Ethyl-1,2-benzenediol has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 3-ethyl-1,2-benzenediol a potential biomarker for the consumption of these foods. 3-Ethyl-1,2-benzenediol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 3-Ethyl-1,2-benzenediol.
Structure
Data?1563863501
Synonyms
ValueSource
2,3-DihydroxyethylbenzeneChEBI
3-Ethyl-benzene-1,2-diolChEBI
3-Ethyl-pyrocatecholHMDB
3-Ethylbenzene-1,2-diolHMDB
3-EthylcatecholHMDB
3-EthylpyrocatecholHMDB
Ethyl-benzenediolHMDB
EthylpyrocatecholHMDB
Chemical FormulaC8H10O2
Average Molecular Weight138.1638
Monoisotopic Molecular Weight138.068079564
IUPAC Name3-ethylbenzene-1,2-diol
Traditional Name3-ethylcatechol
CAS Registry Number933-99-3
SMILES
CCC1=C(O)C(O)=CC=C1
InChI Identifier
InChI=1S/C8H10O2/c1-2-6-4-3-5-7(9)8(6)10/h3-5,9-10H,2H2,1H3
InChI KeyUUCQGNWZASKXNN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassBenzenediols
Direct ParentCatechols
Alternative Parents
Substituents
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point257.00 to 258.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility5520 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.736 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility12.3 g/LALOGPS
logP1.68ALOGPS
logP2.32ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)9.56ChemAxon
pKa (Strongest Basic)-6.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.66 m³·mol⁻¹ChemAxon
Polarizability14.6 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]+128.64631661259
DarkChem[M-H]-126.56531661259
DeepCCS[M+H]+129.73230932474
DeepCCS[M-H]-125.87530932474
DeepCCS[M-2H]-163.53330932474
DeepCCS[M+Na]+138.87630932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Ethyl-1,2-benzenediolCCC1=C(O)C(O)=CC=C12370.9Standard polar33892256
3-Ethyl-1,2-benzenediolCCC1=C(O)C(O)=CC=C11227.3Standard non polar33892256
3-Ethyl-1,2-benzenediolCCC1=C(O)C(O)=CC=C11352.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Ethyl-1,2-benzenediol,1TMS,isomer #1CCC1=CC=CC(O)=C1O[Si](C)(C)C1351.1Semi standard non polar33892256
3-Ethyl-1,2-benzenediol,1TMS,isomer #2CCC1=CC=CC(O[Si](C)(C)C)=C1O1352.4Semi standard non polar33892256
3-Ethyl-1,2-benzenediol,2TMS,isomer #1CCC1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C1411.5Semi standard non polar33892256
3-Ethyl-1,2-benzenediol,1TBDMS,isomer #1CCC1=CC=CC(O)=C1O[Si](C)(C)C(C)(C)C1592.3Semi standard non polar33892256
3-Ethyl-1,2-benzenediol,1TBDMS,isomer #2CCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1O1587.5Semi standard non polar33892256
3-Ethyl-1,2-benzenediol,2TBDMS,isomer #1CCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C1889.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-1,2-benzenediol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0079-2900000000-36b9bcdfa090323af83f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-1,2-benzenediol GC-MS (2 TMS) - 70eV, Positivesplash10-01b9-5590000000-9da678b71fc5f29736e22017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-1,2-benzenediol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Ethyl-1,2-benzenediol 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 - 3-Ethyl-1,2-benzenediol 10V, Positive-QTOFsplash10-000i-0900000000-bdf0496088698f171dca2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 20V, Positive-QTOFsplash10-000i-1900000000-442196e73f41887963f42017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 40V, Positive-QTOFsplash10-0ug3-9000000000-c3b6bb237787c5789e5f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 10V, Negative-QTOFsplash10-000i-0900000000-c76a144f545b48203ef22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 20V, Negative-QTOFsplash10-000i-0900000000-bf2ce51ba13e5399e1152017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 40V, Negative-QTOFsplash10-0a7i-9700000000-c37140612bbcd7f9c3db2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 10V, Negative-QTOFsplash10-000i-0900000000-08ef9d705ca98ce39abf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 20V, Negative-QTOFsplash10-000i-2900000000-9b1096ccd227855858092021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 40V, Negative-QTOFsplash10-000i-9800000000-6d4a02a59c6856ef75402021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 10V, Positive-QTOFsplash10-0079-0900000000-868e9d99c314890d0bee2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 20V, Positive-QTOFsplash10-000f-9700000000-73ec276d4b4f5c2518152021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Ethyl-1,2-benzenediol 40V, Positive-QTOFsplash10-0fic-9100000000-421cb26da6c8840f51302021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart 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 IDFDB019889
KNApSAcK IDNot Available
Chemspider ID63462
KEGG Compound IDC06728
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound70278
PDB IDNot Available
ChEBI ID16572
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1534511
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.. .