Record Information
Version1.0
Creation date2010-04-08 22:08:13 UTC
Update date2018-01-23 19:06:06 UTC
Primary IDFDB008738
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1,3-Benzenediol
Description1,3-Benzenediol, also known as resorcin or m-hydroxyphenol, belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. 1,3-Benzenediol is an extremely weak basic (essentially neutral) compound (based on its pKa). 1,3-Benzenediol exists in all living organisms, ranging from bacteria to humans. 1,3-Benzenediol is a creamy, hawthorn, and musty tasting compound. 1,3-Benzenediol has been detected, but not quantified in, several different foods, such as alcoholic beverages, cereals and cereal products, coffee and coffee products, and java plums. This could make 1,3-benzenediol a potential biomarker for the consumption of these foods. 1,3-Benzenediol is a potentially toxic compound.
CAS Number108-46-3
Structure
Thumb
Synonyms
SynonymSource
1,3-DihydroxybenzeneChEBI
1,3-DihydroxybenzolChEBI
m-HydroquinoneChEBI
m-HydroxyphenolChEBI
ResorcinChEBI
ResorzinChEBI
1,3-Dihydroxy-benzeneHMDB
3-HydroxyphenolHMDB
FEMA 3589HMDB
m-BenzenediolHMDB
m-DihydroxybenzeneHMDB
m-DioxybenzeneHMDB
m-Hydroxy-phenolHMDB
Resorcinol, 8ciHMDB
RezorsineHMDB
1,3-BenzenediolChEBI
Resorcinol disodium saltMeSH
Resorcinol, monocopper (2+) saltMeSH
Benzene, 1,3-dihydroxy-biospider
m-benzenediolbiospider
m-dihydroxybenzenebiospider
m-dioxybenzenebiospider
m-hydroquinonebiospider
m-hydroxyphenolbiospider
Phenol, m-hydroxy-biospider
ResorcinolChEBI
Resorcinol, 8CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility82.3 g/LALOGPS
logP0.7ALOGPS
logP1.37ChemAxon
logS-0.13ALOGPS
pKa (Strongest Acidic)9.26ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity30.02 m³·mol⁻¹ChemAxon
Polarizability10.75 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H6O2
IUPAC namebenzene-1,3-diol
InChI IdentifierInChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H
InChI KeyGHMLBKRAJCXXBS-UHFFFAOYSA-N
Isomeric SMILESOC1=CC(O)=CC=C1
Average Molecular Weight110.1106
Monoisotopic Molecular Weight110.036779436
Classification
Description belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassBenzenediols
Direct ParentResorcinols
Alternative Parents
Substituents
  • Resorcinol
  • 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

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 65.45%; H 5.49%; O 29.06%DFC
Melting PointMp 111°DFC
Boiling PointBp 280°DFC
Experimental Water Solubility717 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP0.80HANSCH,C ET AL. (1995)
Experimental pKapKa2 11.06 (20°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-08gi-9600000000-0e7d24e90c380c2fbaf5View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-9500000000-02f0a9b7ce8b4af47473View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03e9-9300000000-fcd22d3e2208eda085ddView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f83-3960000000-6169d32b43f71f4abe1aView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-08gi-9600000000-0e7d24e90c380c2fbaf5View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-9500000000-02f0a9b7ce8b4af47473View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03e9-9300000000-fcd22d3e2208eda085ddView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f83-3960000000-6169d32b43f71f4abe1aView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-3900000000-523ce2d2022aff1e8307View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00ei-7940000000-20d1bf1b6588a896d381View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-920e234b400dba4e5f87View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-b7e895b1f7ab851eecffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03xu-9300000000-91340faf902dd2ba7d1fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-64036e30d95c257972deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-e75dbf262b9b2cf88b20View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aou-9300000000-6fec697f0a62d05e0740View in MoNA
MSMass Spectrum (Electron Ionization)splash10-03di-8900000000-3771649f063971fd96f3View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID4878
ChEMBL IDCHEMBL24147
KEGG Compound IDC01751
Pubchem Compound ID5054
Pubchem Substance IDNot Available
ChEBI ID27810
Phenol-Explorer ID663
DrugBank IDNot Available
HMDB IDHMDB32037
CRC / DFC (Dictionary of Food Compounds) IDDVK64-P:DVK64-P
EAFUS ID3289
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00002671
HET IDRCO
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1009421
SuperScent IDNot Available
Wikipedia ID1,3-Benzenediol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
nutty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creamy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorn
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.