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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-11 17:40:02 UTC
Update Date2019-07-23 06:07:43 UTC
HMDB IDHMDB0030956
Secondary Accession Numbers
  • HMDB30956
Metabolite Identification
Common Name5-Nonadecyl-1,3-benzenediol
Description5-Nonadecyl-1,3-benzenediol, also known as 5-(N-nonadecyl)resorcinol, 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-Nonadecyl-1,3-benzenediol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-Nonadecyl-1,3-benzenediol is found, on average, in the highest concentration within a few different foods, such as breakfast cereals, rye bread, and ryes and in a lower concentration in common wheats, pasta, and hard wheats. 5-Nonadecyl-1,3-benzenediol has also been detected, but not quantified in, several different foods, such as wheats, sorghums, triticales, quinoa, and oats. This could make 5-nonadecyl-1,3-benzenediol a potential biomarker for the consumption of these foods.
Structure
Data?1563862063
Synonyms
ValueSource
5-(N-Nonadecyl)resorcinolMeSH
5-N-NonadecylresorcinolChEMBL, HMDB
1,3-Dihydroxy-5-nonadecylbenzeneHMDB
5-NonadecylresorcinolHMDB
Chemical FormulaC25H44O2
Average Molecular Weight376.6157
Monoisotopic Molecular Weight376.334130652
IUPAC Name5-nonadecylbenzene-1,3-diol
Traditional Name5-nonadecylbenzene-1,3-diol
CAS Registry Number35176-46-6
SMILES
CCCCCCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C25H44O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23-20-24(26)22-25(27)21-23/h20-22,26-27H,2-19H2,1H3
InChI KeyPUNOCEUUYUXUGR-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 Point96.5 - 97.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility8.5e-05 g/LALOGPS
logP9.33ALOGPS
logP9.88ChemAxon
logS-6.6ALOGPS
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 Count18ChemAxon
Refractivity117.88 m³·mol⁻¹ChemAxon
Polarizability50.87 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-4950000000-0971630a3afff6ca791eSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0a4i-9441030000-5eba0dade69a4b847a73Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-014i-0542900000-0c1113b3bdce0976d62bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0119000000-27cadb197a6ccebccc51Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-2694000000-fa511b7dcdecb3eb6fadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-6392000000-0e2eb7d97a9732725d8fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-1e517052741d01c55bcfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0009000000-7b7183112a47337f17f4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a5c-1639000000-3588d254bf11ae33775fSpectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0201 +/- 0.0134 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.0141 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.0142 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.0176 +/- 0.00880 uMAdult (>18 years old)Female
Normal
details
BloodDetected and Quantified0.0123 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.02 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.022 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.0193 +/- 0.0122 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 IDNot Available
FooDB IDFDB002935
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound161858
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.. .