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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-11 17:40:34 UTC
Update Date2019-07-23 06:07:53 UTC
HMDB IDHMDB0031035
Secondary Accession Numbers
  • HMDB31035
Metabolite Identification
Common Name5-Heneicosyl-1,3-benzenediol
Description5-Heneicosyl-1,3-benzenediol, also known as 5-N-heneicosylresorcinol, 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-Heneicosyl-1,3-benzenediol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-heneicosyl-1,3-benzenediol is found, on average, in the highest concentration in a few different foods, such as breakfast cereals, rye bread, and hard wheats and in a lower concentration in common wheats, ryes, and pasta. 5-heneicosyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as cereals and cereal products, corns, milk and milk products, oats, and rices. This could make 5-heneicosyl-1,3-benzenediol a potential biomarker for the consumption of these foods.
Structure
Data?1563862073
Synonyms
ValueSource
5-N-HeneicosylresorcinolHMDB
5-HeneicosylresorcinolHMDB
Chemical FormulaC27H48O2
Average Molecular Weight404.6688
Monoisotopic Molecular Weight404.36543078
IUPAC Name5-henicosylbenzene-1,3-diol
Traditional Name5-henicosylbenzene-1,3-diol
CAS Registry Number70110-59-7
SMILES
CCCCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C27H48O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-22-26(28)24-27(29)23-25/h22-24,28-29H,2-21H2,1H3
InChI KeyBLHLKJLSYHEOGY-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:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point99.5 - 100.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility5.1e-05 g/LALOGPS
logP9.78ALOGPS
logP10.77ChemAxon
logS-6.9ALOGPS
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 Count20ChemAxon
Refractivity127.08 m³·mol⁻¹ChemAxon
Polarizability55.16 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, Positivesplash10-0089-9561030000-f552b857fd1b301cfc80Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0010900000-dd0e6a49de2b69581be7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a59-2392200000-4cab15d4afb0d06acdeaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-5392000000-5d575c884faed28da692Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000900000-c420296a9b8c92ae8649Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0001900000-f0445c0f639daf11b79eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-022i-1559000000-e48fa8123ad0cd0fd6f0Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0175 +/- 0.00980 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.0157 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.0161 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.0169 +/- 0.00870 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.013 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.027 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.029 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.0173 +/- 0.00950 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 ID691
FooDB IDFDB003029
KNApSAcK IDNot Available
Chemspider ID136952
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound155461
PDB IDNot Available
ChEBI ID1258594
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.. .