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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:47:23 UTC
Update Date2018-03-12 21:56:02 UTC
HMDB IDHMDB0032037
Secondary Accession Numbers
  • HMDB32037
Metabolite Identification
Common Name1,3-Benzenediol
Description1,3-Benzenediol, also known as resorcin or m-hydroquinone, 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 exists as a solid, soluble (in water), and a very weakly acidic compound (based on its pKa). Within the cell, 1,3-benzenediol is primarily located in the cytoplasm. 1,3-Benzenediol is also a parent compound for other transformation products, including but not limited to, 5-(pentadeca-8,11,14-trien-1-yl)resorcinol monomethyl ether, 5-(pentadeca-8,11,14-trien-1-yl)resorcinol, and 3-methoxyphenol. 1,3-Benzenediol is a creamy, hawthorn, and musty tasting compound that can be found in alcoholic beverages, cereals and cereal products, coffee and coffee products, and java plum. This makes 1,3-benzenediol a potential biomarker for the consumption of these food products. 1,3-Benzenediol is a potentially toxic compound.
Structure
Thumb
Synonyms
ValueSource
1,3-BenzenediolChEBI
1,3-DihydroxybenzeneChEBI
1,3-DihydroxybenzolChEBI
m-HydroquinoneChEBI
m-HydroxyphenolChEBI
ResorzinChEBI
1,3-Dihydroxy-benzeneHMDB
3-HydroxyphenolHMDB
FEMA 3589HMDB
m-BenzenediolHMDB
m-DihydroxybenzeneHMDB
m-DioxybenzeneHMDB
m-Hydroxy-phenolHMDB
Resorcinol, 8ciHMDB
RezorsineHMDB
Chemical FormulaC6H6O2
Average Molecular Weight110.1106
Monoisotopic Molecular Weight110.036779436
IUPAC Namebenzene-1,3-diol
Traditional Nameresorcinol
CAS Registry Number108-46-3
SMILES
OC1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H
InChI KeyGHMLBKRAJCXXBS-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as resorcinols. These are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenols and derivatives
Direct ParentResorcinols
Alternative Parents
Substituents
  • Resorcinol
  • 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:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point111 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility717 mg/mL at 25 °CNot Available
LogP0.80Not Available
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
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
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 ID663
FoodDB IDFDB008738
KNApSAcK IDC00002671
Chemspider ID4878
KEGG Compound IDC01751
BioCyc IDCPD-623
BiGG IDNot Available
Wikipedia LinkResorcinol
METLIN IDNot Available
PubChem Compound5054
PDB IDRCO
ChEBI ID27810
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.. .

Enzymes

General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
1,3-Benzenediol → 3,4,5-trihydroxy-6-(3-hydroxyphenoxy)oxane-2-carboxylic aciddetails