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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-11 23:48:17 UTC
Update Date2019-07-23 06:26:45 UTC
HMDB IDHMDB0038485
Secondary Accession Numbers
  • HMDB38485
Metabolite Identification
Common Name5-Pentacosyl-1,3-benzenediol
Description5-Pentacosyl-1,3-benzenediol, also known as 5-N-pentadecylresorcinol, 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-Pentacosyl-1,3-benzenediol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-Pentacosyl-1,3-benzenediol is found, on average, in the highest concentration within a few different foods, such as rye bread, breakfast cereals, and ryes and in a lower concentration in hard wheats, common wheats, and barley. 5-Pentacosyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as wild rices, rices, red rices, tartary buckwheats, and wheats. This could make 5-pentacosyl-1,3-benzenediol a potential biomarker for the consumption of these foods.
Structure
Data?1563863205
Synonyms
ValueSource
5-N-PentadecylresorcinolHMDB
5-PentacosylresorcinolHMDB
Chemical FormulaC31H56O2
Average Molecular Weight460.7751
Monoisotopic Molecular Weight460.428031036
IUPAC Name5-pentacosylbenzene-1,3-diol
Traditional Name5-pentacosylbenzene-1,3-diol
CAS Registry Number70110-61-1
SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C31H56O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29-26-30(32)28-31(33)27-29/h26-28,32-33H,2-25H2,1H3
InChI KeyGDJMJAKVVSGNLA-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 Solubility2.5e-05 g/LALOGPS
logP10.4ALOGPS
logP12.55ChemAxon
logS-7.3ALOGPS
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 Count24ChemAxon
Refractivity145.48 m³·mol⁻¹ChemAxon
Polarizability63.75 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, Positivesplash10-00rl-9681030000-daa0c808d3494cc842d9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0011900000-63b50d970d83767c376fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03du-1496200000-2fdea89e62299d8401abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052o-6589100000-a6041825d7381feb79cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0000900000-256f4c517f5697fb219aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0000900000-6b9df6cb96d4f28afba9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-069c-0535900000-1eff51a40bfbce4167bdSpectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0054 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.009 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.011 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.00710 +/- 0.00390 uMAdult (>18 years old)FemaleNormal details
BloodDetected and Quantified0.00720 +/- 0.00420 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.00549 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.00567 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.00690 +/- 0.00320 uMAdult (>18 years old)Female
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound ID696
FooDB IDFDB017853
KNApSAcK IDNot Available
Chemspider ID136954
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound155463
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .