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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-11 23:50:45 UTC
Update Date2019-07-23 06:26:51 UTC
HMDB IDHMDB0038524
Secondary Accession Numbers
  • HMDB38524
Metabolite Identification
Common Name5-Tricosyl-1,3-benzenediol
Description5-Tricosyl-1,3-benzenediol, also known as 5-N-tricosylresorcinol, 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. 5-Tricosyl-1,3-benzenediol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-Tricosyl-1,3-benzenediol is found, on average, in the highest concentration within a few different foods, such as breakfast cereals, rye bread, and hard wheats and in a lower concentration in ryes, wheat bread, and barley. 5-Tricosyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as annual wild rices, common buckwheats, wild rices, triticales, and corns. This could make 5-tricosyl-1,3-benzenediol a potential biomarker for the consumption of these foods.
Structure
Data?1563863211
Synonyms
ValueSource
5-N-TricosylresorcinolHMDB
5-TricosylresorcinolHMDB
Chemical FormulaC29H52O2
Average Molecular Weight432.722
Monoisotopic Molecular Weight432.396730908
IUPAC Name5-tricosylbenzene-1,3-diol
Traditional Name5-tricosylbenzene-1,3-diol
CAS Registry Number70110-60-0
SMILES
CCCCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C29H52O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-24-28(30)26-29(31)25-27/h24-26,30-31H,2-23H2,1H3
InChI KeyOHTBGMREZYLZQD-UHFFFAOYSA-N
Chemical Taxonomy
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 DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.4e-05 g/LALOGPS
logP10.15ALOGPS
logP11.66ChemAxon
logS-7.1ALOGPS
pKa (Strongest Acidic)9.36ChemAxon
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count22ChemAxon
Refractivity136.28 m³·mol⁻¹ChemAxon
Polarizability59.44 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-3960000000-607d4efd2520776db847Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-03k9-9580030000-3b055628038b70b0266eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0011900000-d0e9fdff29d0239e6696Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-053r-1598300000-f161b7f27a984ded5beeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-5696000000-6488543f72f8364dbcc8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0000900000-da51a0e14f537c9115f6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0000900000-ae0f462b63285df7fbddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05n0-1569400000-77c3fff44d1cf67df794Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0117 +/- 0.00650 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.00626 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.00645 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.0103 +/- 0.00460 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.007 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.011 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.013 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.0113 +/- 0.00600 uMAdult (>18 years old)FemaleNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound ID699
FooDB IDFDB017907
KNApSAcK IDNot Available
Chemspider ID136953
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound155462
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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.. .